Name: ADP-heptose
Brand: BOC Sciences
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ADP-heptose

ADP-heptose is a molecule composed of adenosine diphosphate (ADP) linked to a heptose sugar molecule. Heptose sugars are commonly found in bacterial lipopolysaccharides (LPS) and are crucial for the structural integrity and immunogenicity of these molecules. ADP-heptose is involved in the biosynthesis of LPS, which is an essential component of the outer membrane of Gram-negative bacteria. LPS plays a critical role in bacterial virulence and host-pathogen interactions. Studying ADP-heptose can provide insights into bacterial physiology, pathogenesis, and potential targets for antibiotic development.

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Catalog

BRP-00667

Synonyms

ADP-D-glycero-beta-D-manno-heptose; Adenine 5'-[3-(D-glycero-beta-D-manno-heptopyranosyl) dihydrogen diphosphate]; Adenosine 5'-(trihydrogen diphosphate), P'-D-glycero-β-D-manno-heptopyranosyl ester

CAS

322640-28-8

IUPAC Name

[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2S,3S,4S,5S,6R)-6-[(1R)-1,2-dihydroxyethyl]-3,4,5-trihydroxyoxan-2-yl] hydrogen phosphate

Molecular Weight

619.37

Molecular Formula

C17H27N5O16P2

SMILES

C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OC4C(C(C(C(O4)C(CO)O)O)O)O)O)O)N

InChI

InChI=1S/C17H27N5O16P2/c18-14-7-15(20-3-19-14)22(4-21-7)16-11(28)8(25)6(35-16)2-34-39(30,31)38-40(32,33)37-17-12(29)9(26)10(27)13(36-17)5(24)1-23/h3-6,8-13,16-17,23-29H,1-2H2,(H,30,31)(H,32,33)(H2,18,19,20)/t5-,6-,8-,9+,10+,11-,12+,13-,16-,17+/m1/s1

InChIKey

KMSFWBYFWSKGGR-FQBROAFUSA-N

Boiling Point

1051.5±75.0 °C at 760 mmHg

Purity

≥95%

Density

2.41±0.1 g/cm3

Storage

Store at -20 °C

Related CAS

858354-19-5 (triethylamine salt (1:2)) 651730-98-2 (triethylamine salt (1:1))