A0912

D-Ala-D-Ala

≥99%

• Synonym(s): D-alanyl-D-Alanine
• Empirical Formula (Hill Notation): C₆H₁₂N₂O₃
• CAS Number: 923-16-0
• Molecular Weight: 160.17
• UNSPSC Code: 12352202
• PubChem Substance ID: 24890468
• NACRES: NA.26
• MDL number: MFCD00066038

Properties

• Product Name: D-Ala-D-Ala,
• assay: ≥99%
• Quality Segment: 200
• form: powder
• color: white to off-white
• storage temp.: −20°C
• SMILES string: C[C@@H](N)C(=O)N[C@H](C)C(O)=O
• 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
• InChI key: DEFJQIDDEAULHB-QWWZWVQMSA-N

Description

Application

• Binding Mode-Based Physicochemical Screening Method Using d-Ala-d-Ala Silica Gel and Chemical Modification Approach to Facilitate Discovery of New Macrolactams, Banglactams A and B, from Nonomuraea bangladeshensis K18-0086.: Describes a novel screening method employing D-Ala-D-Ala silica gel to discover new macrolactams with potential antibacterial properties. This technique aids in identifying compounds that inhibit bacterial cell wall synthesis (Kimishima et al., 2024).

Biochem/physiol Actions

D-Ala-D-Ala is found in the stem termini of peptidoglycan side-chain pentapeptide found in the cell walls of gram positive bacteria. The D-ala-d-ala stem termini is the site of interaction of glycopeptide antibiotics such as vancomycin and teicoplanin. D-ala-D-ala is a substrate used to study kinetics of UDPMurNAc-tripeptide D-alanyl-D-alanine-adding (ligase) enzyme.

D-Ala-D-Ala, a terminus moiety of bacterial peptidoglycans, is used for affinity chromatography and binding mechanism studies of antibiotics such as teicoplanin, ristocetin, vancomycin.

Safety Information

• Storage Class: 11 - Combustible Solids
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)