Name: Name:[hydroxy-[[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl] [(3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl] hydrogen phosphate
Brand: Angene
SKU: AG00BUGG
Rating: 90 (10 reviews)

Catalog Number:

AG00BUGG

Chemical Name:

[hydroxy-[[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl] [(3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl] hydrogen phosphate

CAS Number:

2147-59-3

MDL Number:

MFCD31916302

IUPAC Name:

[hydroxy-[[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl] [(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl] hydrogen phosphate

InChI:

InChI=1S/C16H26N2O15P2/c1-6-4-18(16(24)17-14(6)23)10-3-8(19)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)12(21)11(20)7(2)30-15/h4,7-13,15,19-22H,3,5H2,1-2H3,(H,25,26)(H,27,28)(H,17,23,24)/t7-,8-,9+,10+,11-,12+,13+,15+/m0/s1

InChI Key:

ZOSQFDVXNQFKBY-CGAXJHMRSA-N

Complexity:

961

Compound Is Canonicalized:

Yes

Covalently-Bonded Unit Count:

Defined Atom Stereocenter Count:

Defined Bond Stereocenter Count:

Exact Mass:

548.081g/mol

Formal Charge:

Heavy Atom Count:

Hydrogen Bond Acceptor Count:

Hydrogen Bond Donor Count:

Isotope Atom Count:

Molecular Weight:

548.331g/mol

Monoisotopic Mass:

548.081g/mol

Rotatable Bond Count:

Topological Polar Surface Area:

251A^2

Undefined Atom Stereocenter Count:

Undefined Bond Stereocenter Count:

XLogP3:

-4.8

Title	Journal
The Pseudomonas aeruginosa rmlBDAC operon, encoding dTDP-L-rhamnose biosynthetic enzymes, is regulated by the quorum-sensing transcriptional regulator RhlR and the alternative sigma factor σS.	Microbiology (Reading, England) 20120401
Structural studies of the spinosyn rhamnosyltransferase, SpnG.	Biochemistry 20120214
A new route to dTDP-6-deoxy-l-talose and dTDP-L-rhamnose: dTDP-L-rhamnose 4-epimerase in Burkholderia thailandensis.	Bioorganic & medicinal chemistry letters 20110701
Structural basis of substrate binding in WsaF, a rhamnosyltransferase from Geobacillus stearothermophilus.	Journal of molecular biology 20100326
Functional characterization and substrate specificity of spinosyn rhamnosyltransferase by in vitro reconstitution of spinosyn biosynthetic enzymes.	The Journal of biological chemistry 20090313
Monorhamnolipids and 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs) production using Escherichia coli as a heterologous host.	Applied microbiology and biotechnology 20061101
Exploiting the reversibility of natural product glycosyltransferase-catalyzed reactions.	Science (New York, N.Y.) 20060901
Preparative synthesis of dTDP-L-rhamnose through combined enzymatic pathways.	Biotechnology and bioengineering 20060105
An enzyme module system for the synthesis of dTDP-activated deoxysugars from dTMP and sucrose.	Chembiochem : a European journal of chemical biology 20050801
Comparative analysis of the exopolysaccharide biosynthesis gene clusters from four strains of Lactobacillus rhamnosus.	Microbiology (Reading, England) 20050601
Functional characterizations of novWUS involved in novobiocin biosynthesis from Streptomyces spheroides.	Archives of biochemistry and biophysics 20050401
The O-antigen gene cluster of Shigella boydii O11 and functional identification of its wzy gene.	FEMS microbiology letters 20040501
S-layer glycan-specific loci on the chromosome of Geobacillus stearothermophilus NRS 2004/3a and dTDP-L-rhamnose biosynthesis potential of G. stearothermophilus strains.	Microbiology (Reading, England) 20040401
Disruption of dTDP-rhamnose biosynthesis modifies lipopolysaccharide core, exopolysaccharide production, and root colonization in Azospirillum brasilense.	FEMS microbiology letters 20040216
The variation of dTDP-L-rhamnose pathway genes in Vibrio cholerae.	Microbiology (Reading, England) 20030901
The crystal structure of dTDP-D-Glucose 4,6-dehydratase (RmlB) from Salmonella enterica serovar Typhimurium, the second enzyme in the dTDP-l-rhamnose pathway.	Journal of molecular biology 20010316