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D-Ala-D-Ala (Standard)

CAT: 0804-HY-W015450R-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-W015450R-01Size:10 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
D-Ala-D-Ala (Standard) is the analytical standard of D-Ala-D-Ala. This product is intended for research and analytical applications. D-Ala-D-Ala is a bacterial endogenous metabolite. D-Ala-D-Ala constitutes the terminus of the peptide part of the peptidoglycan monomer unit and is involved in the transpeptidation reaction as the substrate. D-Ala-D-Ala is catalyzed by D-Alanine-D-Alanine ligase[1][2][3].
CAS Number
923-16-0
Product Name Alternative
D-Alanyl-D-alanine (Standard) ; H-D-Ala-D-Ala-OH (Standard)
UNSPSC
12352209
Hazard Statement
H302, H315, H319, H335
Target
Endogenous Metabolite; Reference Standards
Related Pathways
Metabolic Enzyme/Protease; Others
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Others
Smiles
C[C@H](C(O)=O)NC([C@@H](C)N)=O
Molecular Formula
C6H12N2O3
Molecular Weight
160.17
Precautions
H302, H315, H319, H335
References & Citations
[1]Kitamura Y, et al. Structure of D-alanine-D-alanine ligase from Thermus thermophilus HB8: cumulative conformational change and enzyme-ligand interactions. Acta Crystallogr D Biol Crystallogr. 2009 Oct;65 (Pt 10) :1098-106.|[2]Tytgat I, et al. DD-ligases as a potential target for antibiotics: past, present and future. Curr Med Chem. 2009;16 (20) :2566-80.
Shipping Conditions
Blue Ice
Storage Conditions
4°C, sealed storage, away from light and moisture
Scientific Category
Reference Standards
Clinical Information
No Development Reported

Chemical Information

D-Alanyl-D-Alanine

D-alanyl-D-alanine is a dipeptide comprising D-alanine with a D-alanyl residue attached to the alpha-nitrogen. It is a component of bacterial peptidoglycan and forms an important target for development of antibacterial drugs. It has a role as an Escherichia coli metabolite. It is a tautomer of a D-alanyl-D-alanine zwitterion.

CAS Number923-16-0
PubChem CID5460362
IUPAC Name(2R)-2-[[(2R)-2-aminopropanoyl]amino]propanoic acid
Molecular FormulaC6H12N2O3
Molecular Weight160.17
XLogP-3.3
Topological Polar Surface Area92.4
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Heavy Atom Count11
Formal Charge0
Complexity169
SMILES
C[C@H](C(=O)N[C@H](C)C(=O)O)N
InChI
InChI=1S/C6H12N2O3/c1-3(7)5(9)8-4(2)6(10)11/h3-4H,7H2,1-2H3,(H,8,9)(H,10,11)/t3-,4-/m1/s1
InChIKey
DEFJQIDDEAULHB-QWWZWVQMSA-N
Chemical Structure
2D Structure
2D structure of D-Alanyl-D-Alanine
CAS: 923-16-0
CID: 5460362
Formula: C6H12N2O3
MW: 160.17
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight160.17
XLogP3-3.3
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Exact Mass160.08479225
Monoisotopic Mass160.08479225
Topological Polar Surface Area92.4 Ų
Heavy Atom Count11
Formal Charge0
Complexity169
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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