Home Other Building Blocks TAPI-1

TAPI-1

CAS No.:
163847-77-6
Catalog Number:
AG00AB9J
Molecular Formula:
C26H37N5O5
Molecular Weight:
499.6025
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
99%
1 week
United States
$357
- +
5mg
99%
1 week
United States
$1157
- +
10mg
99%
1 week
United States
$2023
- +
Product Description
Catalog Number:
AG00AB9J
Chemical Name:
TAPI-1
CAS Number:
163847-77-6
Molecular Formula:
C26H37N5O5
Molecular Weight:
499.6025
MDL Number:
MFCD02684280
IUPAC Name:
(2R)-N-[(2S)-1-[[(2S)-1-(2-aminoethylamino)-1-oxopropan-2-yl]amino]-3-naphthalen-2-yl-1-oxopropan-2-yl]-N'-hydroxy-2-(2-methylpropyl)butanediamide
InChI:
InChI=1S/C26H37N5O5/c1-16(2)12-21(15-23(32)31-36)25(34)30-22(26(35)29-17(3)24(33)28-11-10-27)14-18-8-9-19-6-4-5-7-20(19)13-18/h4-9,13,16-17,21-22,36H,10-12,14-15,27H2,1-3H3,(H,28,33)(H,29,35)(H,30,34)(H,31,32)/t17-,21+,22-/m0/s1
InChI Key:
AWNBSWDIOCXWJW-WTOYTKOKSA-N
SMILES:
NCCNC(=O)[C@@H](NC(=O)[C@H](Cc1ccc2c(c1)cccc2)NC(=O)[C@@H](CC(=O)NO)CC(C)C)C
Properties
Complexity:
746  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Defined Bond Stereocenter Count:
0
Exact Mass:
499.279g/mol
Formal Charge:
0
Heavy Atom Count:
36  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
6  
Isotope Atom Count:
0
Molecular Weight:
499.612g/mol
Monoisotopic Mass:
499.279g/mol
Rotatable Bond Count:
13  
Topological Polar Surface Area:
163A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.3  
Literature
Title Journal
Preventing cleavage of Mer promotes efferocytosis and suppresses acute lung injury in bleomycin treated mice. Toxicology and applied pharmacology 20120815
Sjögren's syndrome autoantibodies provoke changes in gene expression profiles of inflammatory cytokines triggering a pathway involving TACE/NF-κB. Laboratory investigation; a journal of technical methods and pathology 20120401
Inhibition of Notch activity promotes nonmitotic regeneration of hair cells in the adult mouse utricles. The Journal of neuroscience : the official journal of the Society for Neuroscience 20111026
Two functionally distinct isoforms of TL1A (TNFSF15) generated by differential ectodomain shedding. The journals of gerontology. Series A, Biological sciences and medical sciences 20101101
Human ROBO1 is cleaved by metalloproteinases and gamma-secretase and migrates to the nucleus in cancer cells. FEBS letters 20100702
Sorafenib inhibits the shedding of major histocompatibility complex class I-related chain A on hepatocellular carcinoma cells by down-regulating a disintegrin and metalloproteinase 9. Hepatology (Baltimore, Md.) 20100401
Tumor necrosis factor-alpha processing inhibitor-1 inhibits skin fibrosis in a bleomycin-induced murine model of scleroderma. Experimental dermatology 20100101
Release of soluble tumor necrosis factor receptor 1 from corneal epithelium by TNF-alpha-converting enzyme-dependent ectodomain shedding. Investigative ophthalmology & visual science 20091001
Cell migration in response to the amino-terminal fragment of urokinase requires epidermal growth factor receptor activation through an ADAM-mediated mechanism. Journal of vascular surgery 20090501
Aldose reductase regulates high glucose-induced ectodomain shedding of tumor necrosis factor (TNF)-alpha via protein kinase C-delta and TNF-alpha converting enzyme in vascular smooth muscle cells. Endocrinology 20090101
Activated human neutrophils rapidly release the chemotactically active D2D3 form of the urokinase-type plasminogen activator receptor (uPAR/CD87). Molecular and cellular biochemistry 20090101
Novel approach for formation of platelet-like particles from mouse embryonic stem cells without using feeder cells. The Kurume medical journal 20090101
Neuronal RA175/SynCAM1 isoforms are processed by tumor necrosis factor-alpha-converting enzyme (TACE)/ADAM17-like proteases. Neuroscience letters 20081017
Gamma-secretase and metalloproteinase activity regulate the distribution of endoplasmic reticulum to hippocampal neuron dendritic spines. FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20080801
Endogenous secreted amyloid precursor protein-alpha regulates hippocampal NMDA receptor function, long-term potentiation and spatial memory. Neurobiology of disease 20080801
Luteinizing hormone signaling in preovulatory follicles involves early activation of the epidermal growth factor receptor pathway. Molecular endocrinology (Baltimore, Md.) 20080401
Hesr1 and Hesr2 may act as early effectors of Notch signaling in the developing cochlea. Developmental biology 20080401
Heparin-binding epidermal growth factor and Src family kinases in proliferation of renal epithelial cells. American journal of physiology. Renal physiology 20080301
Ectodomain shedding of neuroglycan C, a brain-specific chondroitin sulfate proteoglycan, by TIMP-2- and TIMP-3-sensitive proteolysis. Journal of neurochemistry 20070901
Hydrogen peroxide and endothelin-1 are novel activators of betacellulin ectodomain shedding. Journal of cellular biochemistry 20061001
Metalloprotease inhibitors GM6001 and TAPI-0 inhibit the obligate intracellular human pathogen Chlamydia trachomatis by targeting peptide deformylase of the bacterium. The Journal of biological chemistry 20060616
Metalloprotease-dependent amphiregulin release mediates tumor necrosis factor-alpha-induced IL-8 secretion in the human airway epithelial cell line NCI-H292. Life sciences 20060522
APPepsilon, the epsilon-secretase-derived N-terminal product of the beta-amyloid precursor protein, behaves as a type I protein and undergoes alpha-, beta-, and gamma-secretase cleavages. Journal of neurochemistry 20060501
Tumor necrosis factor-alpha-converting enzyme (ADAM17) mediates GPIbalpha shedding from platelets in vitro and in vivo. Circulation research 20041001
Tumor necrosis factor alpha stimulates MUC1 synthesis and ectodomain release in a human uterine epithelial cell line. Endocrinology 20040901
Amyloid precursor protein compartmentalization restricts beta-amyloid production: therapeutic targets based on BACE compartmentalization. Journal of molecular neuroscience : MN 20040101
Tomoregulin ectodomain shedding by proinflammatory cytokines. Life sciences 20030815
Tumor necrosis factor-alpha converting enzyme/ADAM 17 mediates MUC1 shedding. The Journal of biological chemistry 20030131
Chemotactic agents induce IL-6Ralpha shedding from polymorphonuclear cells: involvement of a metalloproteinase of the TNF-alpha-converting enzyme (TACE) type. European journal of immunology 20021001
Endotoxin induces rapid metalloproteinase-mediated shedding followed by up-regulation of the monocyte hemoglobin scavenger receptor CD163. Journal of leukocyte biology 20021001
Constitutive shedding of the amyloid precursor protein ectodomain is up-regulated by tumour necrosis factor-alpha converting enzyme. The Biochemical journal 20010801
A permissive role for tumor necrosis factor in vascular endothelial growth factor-induced vascular permeability. Blood 20010301
Cleavage and shedding of E-cadherin after induction of apoptosis. The Journal of biological chemistry 20010216
Reactive oxygen species mediate tumor necrosis factor alpha-converting, enzyme-dependent ectodomain shedding induced by phorbol myristate acetate. FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20010201
Properties