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N-Acetylmuramic acid-azide

CAT: 0804-HY-157573Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-157573Size:1 mg
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Description
N-Acetylmuramic acid-azide (Compound 2) is a derivative of N-acetylaminoacetic acid (NAM) in bacterial peptidoglycan. Incorporated into bacterial peptidoglycan during biosynthesis[1].
CAS Number
2245794-64-1
UNSPSC
12352005
Target
Bacterial
Type
Reference compound
Related Pathways
Anti-infection
Applications
COVID-19-immunoregulation
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/n-acetylmuramic-acid-azide.html
Purity
97.0
Solubility
H2O : 1.67 mg/mL (ultrasonic; warming)
Smiles
OC([C@@H](C)O[C@@H]1[C@H](C(O[C@@H]([C@H]1O)CO)O)NC(CN=[N+]=[N-])=O)=O
Molecular Formula
C11H18N4O8
Molecular Weight
334.28
References & Citations
[1]Liang H, et al. Metabolic labelling of the carbohydrate core in bacterial peptidoglycan and its applications. Nat Commun. 2017 Apr 20;8:15015.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C (Powder, protect from light, stored under nitrogen)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

N-Acetylmuramic acid-azide
CAS Number2245794-64-1
PubChem CID166451744
IUPAC Name(2R)-2-[(3R,4R,5S,6R)-3-[(2-azidoacetyl)amino]-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxypropanoic acid
Molecular FormulaC11H18N4O8
Molecular Weight334.28
XLogP-1
Topological Polar Surface Area160
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count10
Rotatable Bond Count7
Heavy Atom Count23
Formal Charge0
Complexity483
SMILES
C[C@H](C(=O)O)O[C@H]1[C@@H]([C@H](OC([C@@H]1NC(=O)CN=[N+]=[N-])O)CO)O
InChI
InChI=1S/C11H18N4O8/c1-4(10(19)20)22-9-7(14-6(17)2-13-15-12)11(21)23-5(3-16)8(9)18/h4-5,7-9,11,16,18,21H,2-3H2,1H3,(H,14,17)(H,19,20)/t4-,5-,7-,8-,9-,11?/m1/s1
InChIKey
BDRSICZLRYBNHJ-HONWWXKESA-N
Chemical Structure
2D Structure
2D structure of N-Acetylmuramic acid-azide
CAS: 2245794-64-1
CID: 166451744
Formula: C11H18N4O8
MW: 334.28
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight334.28
XLogP3-1
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count10
Rotatable Bond Count7
Exact Mass334.11246355
Monoisotopic Mass334.11246355
Topological Polar Surface Area160 Ų
Heavy Atom Count23
Formal Charge0
Complexity483
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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