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D-Ala-D-Ala

SIGMA/A0912

Synonym: D-alanyl-D-Alanine

CAS Number: 923-16-0
Empirical Formula (Hill Notation): C6H12N2O3
Molecular Weight: 160.17
MDL Number: MFCD00066038
Linear Formula: C6H12N2O3
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-A0912-250MG 250 mg
$218.00
1/EA
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45-A0912-1G 1 g
$619.00
1/EA
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assay ≥99%
color white to off-white
form powder
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
Quality Level 200 
SMILES string C[C@@H](N)C(=O)N[C@H](C)C(O)=O
storage temp. −20°C
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.
Biochem/physiol Actions: 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.
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥99%
Storage Temp. −20°C
UNSPSC 12352200

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