Home Other Building Blocks 2,2'-Disulfanediyldiethanamine

2,2'-Disulfanediyldiethanamine

CAS No.:
51-85-4
Catalog Number:
AG00DVPN
Molecular Formula:
C4H12N2S2
Molecular Weight:
152.2815
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1g
95%
In Stock USA
United States
$119
- +
5g
95%
In Stock USA
United States
$369
- +
10g
95%
In Stock USA
United States
$600
- +
Product Description
Catalog Number:
AG00DVPN
Chemical Name:
2,2'-Disulfanediyldiethanamine
CAS Number:
51-85-4
Molecular Formula:
C4H12N2S2
Molecular Weight:
152.2815
MDL Number:
MFCD01002952
IUPAC Name:
2-(2-aminoethyldisulfanyl)ethanamine
InChI:
InChI=1S/C4H12N2S2/c5-1-3-7-8-4-2-6/h1-6H2
InChI Key:
APQPRKLAWCIJEK-UHFFFAOYSA-N
SMILES:
NCCSSCCN
EC Number:
200-129-4
UNII:
R110LV8L02
Properties
Complexity:
37  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
152.044g/mol
Formal Charge:
0
Heavy Atom Count:
8  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
152.274g/mol
Monoisotopic Mass:
152.044g/mol
Rotatable Bond Count:
5  
Topological Polar Surface Area:
103A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-1  
Literature
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Nickel-cysteine binding supported by phosphine chelates. Inorganic chemistry 20071029
ATP-mediated mineralization of MC3T3-E1 osteoblast cultures. Bone 20071001
Studies on the reducing systems for plant and animal thioredoxin-independent methionine sulfoxide reductases B. Biochemical and biophysical research communications 20070928
Ultrasensitive detection of enzymatic activity with nanowire electrodes. Journal of the American Chemical Society 20070919
[Long-term follow-up of ofloxacin-combined therapy for leprosy patients]. Nihon Hansenbyo Gakkai zasshi = Japanese journal of leprosy : official organ of the Japanese Leprosy Association 20070901
Cystamine ameliorates liver fibrosis induced by carbon tetrachloride via inhibition of tissue transglutaminase. World journal of gastroenterology 20070828
Thiolato-bridged RuIIAgIRuII trinuclear complex composed of bis(bipyridine)ruthenium(II) units with chelating 2-aminoethanethiolate: conversion to a disulfide-bridged RuIIRuII dinuclear complex. Inorganic chemistry 20070820
Facile synthetic procedure for omega, primary amine functionalization directly in water for subsequent fluorescent labeling and potential bioconjugation of RAFT-synthesized (co)polymers. Biomacromolecules 20070801
Cellular thiol pools are responsible for sequestration of cytotoxic reactive aldehydes: central role of free cysteine and cysteamine. Brain research 20070716
Differential gene expression in mouse liver associated with the hepatoprotective effect of clofibrate. Toxicology and applied pharmacology 20070715
Role of tissue transglutaminase type 2 in calbindin-D28k interaction with ataxin-1. Neuroscience letters 20070608
The construction of 3D-engineered tissues composed of cells and extracellular matrices by hydrogel template approach. Biomaterials 20070601
RGD targeted poly(L-glutamic acid)-cystamine-(Gd-DO3A) conjugate for detecting angiogenesis biomarker alpha(v) beta3 integrin with MRT, mapping. International journal of nanomedicine 20070601
Proteomic analysis of high-molecular-weight protein polymers in a doxorubicin-resistant breast-cancer cell line. Proteomics. Clinical applications 20070601
Stable supply of large amounts of human Fab from the inclusion bodies in E. coli. Journal of biochemistry 20070501
Surface studies of aminoferrocene derivatives on gold: electrochemical sensors for chemical warfare agents. Analytical chemistry 20070401
PbnI4n+2(2n+2)- ribbons (n = 3, 5) as dimensional reductions of 2D perovskite layers in cystamine cation based hybrids, also incorporating iodine molecules or reversible guest water molecules. Dalton transactions (Cambridge, England : 2003) 20070307
Osteopontin promotes pathologic mineralization in articular cartilage. Matrix biology : journal of the International Society for Matrix Biology 20070301
Differential tumor cell targeting of anti-HER2 (Herceptin) and anti-CD20 (Mabthera) coupled nanoparticles. International journal of pharmaceutics 20070301
Diagnosis of tularemia using piezoelectric biosensor technology. Talanta 20070215
Beneficial effects of treatment with transglutaminase inhibitor cystamine on macrophage response in NZB/W F1 mice. Experimental biology and medicine (Maywood, N.J.) 20070201
Functional and biophysical characterization of an HLA-A*6801-restricted HIV-specific T cell receptor. European journal of immunology 20070201
Methylenetetrahydrofolate reductase gene polymorphism and its association with coronary artery disease. Sao Paulo medical journal = Revista paulista de medicina 20070104
Diphenic acid as a general conformational lock in the design of bihelical structures. Chemistry (Weinheim an der Bergstrasse, Germany) 20070101
Identification of potential therapeutic drugs for huntington's disease using Caenorhabditis elegans. PloS one 20070101
Chronic cystamine treatment inhibits small artery remodelling in rats. Journal of vascular research 20070101
[Comparative protective action of radiorotectors and shielding in gamma-irradiated mice]. Aviakosmicheskaia i ekologicheskaia meditsina = Aerospace and environmental medicine 20070101
Oxidation of glutathione and superoxide generation by inorganic and organic selenium compounds. BioFactors (Oxford, England) 20070101
ESET/SETDB1 gene expression and histone H3 (K9) trimethylation in Huntington's disease. Proceedings of the National Academy of Sciences of the United States of America 20061212
Tethered lipid bilayers on electrolessly deposited gold for bioelectronic applications. Biomacromolecules 20061201
Therapeutic Strategies in Huntington's Disease. Journal of clinical neurology (Seoul, Korea) 20061201
Tissue transglutaminase crosslinks ataxin-1: possible role in SCA1 pathogenesis. Neuroscience letters 20061127
Hyperhomocysteinemia and low plasma folate as risk factors for central retinal vein occlusion: a case-control study in a Chinese population. Graefe's archive for clinical and experimental ophthalmology = Albrecht von Graefes Archiv fur klinische und experimentelle Ophthalmologie 20061001
Leishmania species: evidence for transglutaminase activity and its role in parasite proliferation. Experimental parasitology 20061001
Complex formation between tissue transglutaminase II (tTG) and vascular endothelial growth factor receptor 2 (VEGFR-2): proposed mechanism for modulation of endothelial cell response to VEGF. Experimental cell research 20061001
A rapid transglutaminase assay for high-throughput screening applications. Journal of biomolecular screening 20061001
Colorimetric multiplexed immunoassay using specific aggregation of antigenic peptide-modified luminous nanoparticles. Analytica chimica acta 20060918
Capillary electrophoresis method development for determination of impurities in sodium cysteamine phosphate samples. Journal of pharmaceutical and biomedical analysis 20060911
Biodegradable cystamine spacer facilitates the clearance of Gd(III) chelates in poly(glutamic acid) Gd-DO3A conjugates for contrast-enhanced MR imaging. Magnetic resonance imaging 20060901
The protective effects of cystamine in the R6/2 Huntington's disease mouse involve mechanisms other than the inhibition of tissue transglutaminase. Neurobiology of aging 20060601
Neuroprotective effects of cystamine in aged parkinsonian mice. Neurobiology of aging 20060601
Drug shows potential for treatment of Huntington's disease. The Lancet. Neurology 20060601
Cystamine and cysteamine increase brain levels of BDNF in Huntington disease via HSJ1b and transglutaminase. The Journal of clinical investigation 20060501
CYTE-I-HD: phase I dose finding and tolerability study of cysteamine (Cystagon) in Huntington's disease. Movement disorders : official journal of the Movement Disorder Society 20060401
Transglutaminase activity regulates osteoblast differentiation and matrix mineralization in MC3T3-E1 osteoblast cultures. Matrix biology : journal of the International Society for Matrix Biology 20060401
Cystamine and cysteamine prevent 3-NP-induced mitochondrial depolarization of Huntington's disease knock-in striatal cells. The European journal of neuroscience 20060401
Stepwise assembly of acceptor--sigma spacer--donor monolayers: preparation and electrochemical characterization. Langmuir : the ACS journal of surfaces and colloids 20060328
Polydisulfide Gd(III) chelates as biodegradable macromolecular magnetic resonance imaging contrast agents. International journal of nanomedicine 20060301
Mechanistic insight provided by glutaredoxin within a fusion to redox-sensitive yellow fluorescent protein. Biochemistry 20060221
The p53 oncoprotein is a substrate for tissue transglutaminase kinase activity. Biochemical and biophysical research communications 20060113
Cysteamine-related agents could be potential antidepressants through increasing central BDNF levels. Medical hypotheses 20060101
Phosphoprotein analysis: from proteins to proteomes. Proteome science 20060101
Reducible poly(amido ethylenimine)s designed for triggered intracellular gene delivery. Bioconjugate chemistry 20060101
Contrast-enhanced magnetic resonance angiography with biodegradable (Gd-DTPA)-cystamine copolymers: comparison with MS-325 in a swine model. Molecular pharmaceutics 20060101
[Lorentz Eldjarn--a catalyst for chemistry in Norwegian medicine]. Tidsskrift for den Norske laegeforening : tidsskrift for praktisk medicin, ny raekke 20051215
Identification of an inactivating cysteine switch in protein kinase Cepsilon, a rational target for the design of protein kinase Cepsilon-inhibitory cancer therapeutics. Cancer research 20051115
A novel small molecule CFTR inhibitor attenuates HCO3- secretion and duodenal ulcer formation in rats. American journal of physiology. Gastrointestinal and liver physiology 20051001
Cystamine treatment is neuroprotective in the YAC128 mouse model of Huntington disease. Journal of neurochemistry 20051001
Covalent attachment of glucose oxidase to an Au electrode modified with gold nanoparticles for use as glucose biosensor. Bioelectrochemistry (Amsterdam, Netherlands) 20050901
Phenoxybenzamine and benextramine, but not 4-diphenylacetoxy-N-[2-chloroethyl]piperidine hydrochloride, display irreversible noncompetitive antagonism at G protein-coupled receptors. The Journal of pharmacology and experimental therapeutics 20050801
Treatment of YAC128 mice and their wild-type littermates with cystamine does not lead to its accumulation in plasma or brain: implications for the treatment of Huntington disease. Journal of neurochemistry 20050801
A general fluorescence-based coupled assay for S-adenosylmethionine-dependent methyltransferases. Biochemical and biophysical research communications 20050527
Construction of a tethered poly(ethylene glycol) surface gradient for studies of cell adhesion kinetics. Langmuir : the ACS journal of surfaces and colloids 20050524
Determination of total cysteamine in human plasma in the form of its 2-S-quinolinium derivative by high performance liquid chromatography. Analytical and bioanalytical chemistry 20050501
Post-translational disulfide modifications in cell signaling--role of inter-protein, intra-protein, S-glutathionyl, and S-cysteaminyl disulfide modifications in signal transmission. Free radical research 20050501
Cerebral PET imaging and histological evidence of transglutaminase inhibitor cystamine induced neuroprotection in transgenic R6/2 mouse model of Huntington's disease. Journal of the neurological sciences 20050415
Pharmacokinetics and tissue retention of (Gd-DTPA)-cystamine copolymers, a biodegradable macromolecular magnetic resonance imaging contrast agent. Pharmaceutical research 20050401
Glutathione synthesis in Streptococcus agalactiae. One protein accounts for gamma-glutamylcysteine synthetase and glutathione synthetase activities. The Journal of biological chemistry 20050325
Mechanism for the inhibition of transglutaminase 2 by cystamine. Biochemical pharmacology 20050315
Resistance of zwitterionic telomers accumulated on metal surfaces against nonspecific adsorption of proteins. Journal of colloid and interface science 20050215
Characterization of purified rat testicular transglutaminase and age-dependent changes of the enzyme activities. The international journal of biochemistry & cell biology 20050201
Small artery remodeling depends on tissue-type transglutaminase. Circulation research 20050107
Formulation and surface modification of poly(ester-anhydride) micro- and nanospheres. Biomaterials 20050101
Mutant huntingtin protein: a substrate for transglutaminase 1, 2, and 3. Journal of neuropathology and experimental neurology 20050101
Poly(ethylene oxide)-b-poly(N-isopropylacrylamide) nanoparticles with cross-linked cores as drug carriers. Journal of biomaterials science. Polymer edition 20050101
The influence of methylene blue on the spontaneous contractity of the non-pregnant human myometrium and on the myometrial response to DEA/NO. Cellular & molecular biology letters 20050101
Different inhibition characteristics of intracellular transglutaminase activity by cystamine and cysteamine. Experimental & molecular medicine 20041231
Interrelationships among microbiological, physicochemical, and biochemical properties of Terrincho cheese, with emphasis on biogenic amines. Journal of food protection 20041201
Isolation and functional characterization of a cyst(e)amine-sensitive protein protecting methyl-dithio groups. Biochimie 20041201
Fishing of beta-amylase with a SAM of alpha-cyclodextrin-poly- (ethylene glycol) conjugate. Journal of colloid and interface science 20041115
Cell-based assay for monitoring transglutaminase activity. Analytical biochemistry 20041015
Production of dromedary (Camelus dromedarius) embryos by IVM and IVF and co-culture with oviductal or granulosa cells. Theriogenology 20041001
Amperometric cholesterol biosensor based on in situ reconstituted cholesterol oxidase on an immobilized monolayer of flavin adenine dinucleotide cofactor. Analytical biochemistry 20041001
Cystamine increases L-cysteine levels in Huntington's disease transgenic mouse brain and in a PC12 model of polyglutamine aggregation. Journal of neurochemistry 20041001
Arabidopsis thaliana glutamate-cysteine ligase: functional properties, kinetic mechanism, and regulation of activity. The Journal of biological chemistry 20040806
Vanin-1-/- mice exhibit a glutathione-mediated tissue resistance to oxidative stress. Molecular and cellular biology 20040801
Dependence of Giardia lamblia encystation on novel transglutaminase activity. Molecular and biochemical parasitology 20040801
Separation of organoselenium compounds and their electrochemical detection. Analytical and bioanalytical chemistry 20040701
Synthesis, structure and electrochemistry of ferrocene-peptide macrocycles. Dalton transactions (Cambridge, England : 2003) 20040607
A new fluorescence resonance energy transfer approach demonstrates that the histone variant H2AZ stabilizes the histone octamer within the nucleosome. The Journal of biological chemistry 20040604
Tissue transglutaminase has intrinsic kinase activity: identification of transglutaminase 2 as an insulin-like growth factor-binding protein-3 kinase. The Journal of biological chemistry 20040604
Effects of naringin on cytosine arabinoside (Ara-C)-induced cytotoxicity and apoptosis in P388 cells. Life sciences 20040604
Piezoelectric biosensors for real-time monitoring of hybridization and detection of hepatitis C virus. Journal of virological methods 20040501
Accumulation of phenyl boronic acid-carrying telomers on a gold surface. Journal of colloid and interface science 20040501
The immunosensors for measurement of 2,4-dichlorophenoxyacetic acid based on electrochemical impedance spectroscopy. Bioelectrochemistry (Amsterdam, Netherlands) 20040401
Transglutaminases - possible drug targets in human diseases. Current drug targets. CNS and neurological disorders 20040401
Protective role of tissue transglutaminase in the cell death induced by TNF-alpha in SH-SY5Y neuroblastoma cells. Journal of biochemistry and molecular biology 20040331
Vanin-1(-/-) mice show decreased NSAID- and Schistosoma-induced intestinal inflammation associated with higher glutathione stores. The Journal of clinical investigation 20040215
Pigment-lightening effect of N,N'-dilinoleylcystamine on human melanoma cells. The British journal of dermatology 20040101
Asialoerythropoietin is not effective in the R6/2 line of Huntington's disease mice. BMC neuroscience 20040101
Radioprotective effects of amifostine (WR-2721) or cystamine on radiation damage and its repair in rats whole body exposed to fission neutrons. Acta medica (Hradec Kralove) 20040101
Induction of the mitochondrial permeability transition by selenium compounds mediated by oxidation of the protein thiol groups and generation of the superoxide. Biochemical pharmacology 20031215
Replacement therapy for vitamin B12 deficiency: comparison between the sublingual and oral route. British journal of clinical pharmacology 20031201
Cystamine inhibits transglutaminase and caspase-3 cleavage in glutamate-exposed astroglial cells. Journal of neuroscience research 20031001
Effects of monoamines formed in the cecum of horses on equine digital blood vessels and platelets. American journal of veterinary research 20030901
Identifying and modulating disulfide formation in the biopharmaceutical production of a recombinant protein vaccine candidate. Journal of biotechnology 20030815
Transglutaminase potentiates ligand-dependent proteasome dysfunction induced by polyglutamine-expanded androgen receptor. Human molecular genetics 20030701
Activation of in situ tissue transglutaminase by intracellular reactive oxygen species. Biochemical and biophysical research communications 20030606
Contact allergy to cystamine bis-lactamide. Contact dermatitis 20030601
Synthesis and antifilarial evaluation of N1,Nn- xylofuranosylated diaminoalkanes. Bioorganic & medicinal chemistry 20030417
Cystamine inhibits caspase activity. Implications for the treatment of polyglutamine disorders. The Journal of biological chemistry 20030207
Surface modification of poly(lactic acid) nanoparticles by covalent attachment of thiol groups by means of three methods. International journal of pharmaceutics 20030116
[Comparative study of radioprotective efficiency of various doses of cystamine dissolved in normal saline solution or distilled water]. Radiatsionnaia biologiia, radioecologiia 20030101
Enhancement of the depigmenting effect of hydroquinone and 4-hydroxyanisole by all-trans-retinoic acid (tretinoin): the impairment of glutathione-dependent cytoprotection? Dermatology (Basel, Switzerland) 20030101
Poly(l-glutamic acid) Gd(III)-DOTA conjugate with a degradable spacer for magnetic resonance imaging. Bioconjugate chemistry 20030101
In vitro proteoglycan sulfation derived from sulfhydryl compounds in sulfate transporter chondrodysplasias. Pediatric pathology & molecular medicine 20030101
Ferrocenoyl glycylcystamine: organization into a supramolecular helicate structure. Chemical communications (Cambridge, England) 20021021
Therapeutic effects of cystamine in a murine model of Huntington's disease. The Journal of neuroscience : the official journal of the Society for Neuroscience 20021015
Direct calcium binding results in activation of brain serine racemase. The Journal of biological chemistry 20020802
High-performance liquid chromatographic method to quantify total cysteine excretion in urine. Analytical biochemistry 20020801
Quick measurement of protein sulfhydryls with Ellman's reagent and with 4,4'-dithiodipyridine. Analytical and bioanalytical chemistry 20020701
Determination of alpha-fetoprotein in human serum by a quartz crystal microbalance-based immunosensor. Clinical chemistry 20020601
Transglutaminase activity of human ER-60. Bioscience, biotechnology, and biochemistry 20020601
Discrimination by SZL49 between contractions evoked by noradrenaline in longitudinal and circular muscle of human vas deferens. British journal of pharmacology 20020501
Transglutaminase activity is involved in Saccharomyces cerevisiae wall construction. Microbiology (Reading, England) 20020501
Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells. The Journal of biological chemistry 20020419
Electron transfer studies on self-assembled monolayers of helical ferrocenoyl-oligoproline-cystamine bound to gold. Chemphyschem : a European journal of chemical physics and physical chemistry 20020415
Modulation of inflammatory paw oedema by cysteamine in the rat. Pharmacological research 20020401
A piezoelectric immunoassay based on self-assembled monolayers of cystamine and polystyrene sulfonate for determination of Schistosoma japonicum antibodies. Analytical and bioanalytical chemistry 20020401
Dirofilaria immitis: further characterization of the transglutaminase enzyme and its role in larval molting. Parasitology research 20020301
Prolonged survival and decreased abnormal movements in transgenic model of Huntington disease, with administration of the transglutaminase inhibitor cystamine. Nature medicine 20020201
Drosophila melanogaster glutamate-cysteine ligase activity is regulated by a modifier subunit with a mechanism of action similar to that of the mammalian form. The Journal of biological chemistry 20020111
The ability of cystamine to bind DNA. Amino acids 20020101
[Viability of lyophilized cells of Myxococcus xanthus UKM 10041 and Polyangium cellulosum UKM 10043 in presence of different antioxidants]. Mikrobiolohichnyi zhurnal (Kiev, Ukraine : 1993) 20020101
Molecular recognition of avidin on biotin-functionalized gold surfaces detected by FT-IRRAS and use of metal carbonyl probes. Journal of colloid and interface science 20020101
Comparison of different protein immobilization methods on quartz crystal microbalance surface in flow injection immunoassay. Analytical biochemistry 20011215
The role of tissue transglutaminase in the germinal vesicle breakdown of mouse oocytes. Biochemical and biophysical research communications 20010817
Catalytic selenols couple the redox cycles of metallothionein and glutathione. European journal of biochemistry 20010601
T cells from celiac disease lesions recognize gliadin epitopes deamidated in situ by endogenous tissue transglutaminase. European journal of immunology 20010501
Palladium-mediated C5 substitution of pyrimidine nucleosides. Current protocols in nucleic acid chemistry 20010501
Oxidative modification of H-ras: S-thiolation and S-nitrosylation of reactive cysteines. The Biochemical journal 20010401
Electroanalytical applications of cationic self-assembled monolayers: square-wave voltammetric determination of dopamine and ascorbate. Bioelectrochemistry (Amsterdam, Netherlands) 20010301
Facilitated electrochemical oxidation of NADH and its model compound at gold electrode modified with terminally substituted electroinactive self-assembled monolayers. Bioelectrochemistry (Amsterdam, Netherlands) 20010301
Inhibition of acetyl-CoA carboxylase by cystamine may mediate the hypotriglyceridemic activity of pantethine. Medical hypotheses 20010301
Analogues of prazosin that bear a benextramine-related polyamine backbone exhibit different antagonism toward alpha1-adrenoreceptor subtypes. Journal of medicinal chemistry 20010201
Phentolamine inhibits exocytosis of glucagon by Gi2 protein-dependent activation of calcineurin in rat pancreatic alpha -cells. The Journal of biological chemistry 20010112
[Comparative study of the radiation-protective effectiveness of low doses of cysteamine, heparin, and naphtizine in experiments on mice]. Radiatsionnaia biologiia, radioecologiia 20010101
Effects of diallyl disulfide and other donors of sulfane sulfur on the proliferation of human hepatoma cell line (HepG2). Neoplasma 20010101
Transglutaminase participates in the incorporation of latent TGFbeta into the extracellular matrix of aging articular chondrocytes. Connective tissue research 20010101
The proteolytic activity and cleavage specificity of fibronectin-gelatinase and fibronectin-lamininase. Journal of protein chemistry 19990501
Identification of transglutaminase-reactive residues in S100A11. The Journal of biological chemistry 19980130
Zinc ejection as a new rationale for the use of cystamine and related disulfide-containing antiviral agents in the treatment of AIDS. Journal of medicinal chemistry 19970620
In vitro inhibition of the replication of human immunodeficiency virus type 1 by beta-mercaptoethylamine (cysteamine). The Journal of infectious diseases 19960701
Cystamine inhibits HIV type 1 replication in cells of monocyte/macrophage and T cell lineages. AIDS research and human retroviruses 19950401
Cystamine potently suppresses in vitro HIV replication in acutely and chronically infected human cells. The Journal of clinical investigation 19940501
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