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A6950

Sigma-Aldrich

Acetyl-Lys-D-Ala-D-Ala

≥95% (HPLC), powder

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About This Item

Empirical Formula (Hill Notation):
C14H26N4O5
CAS Number:
28845-97-8
Molecular Weight:
330.38
MDL number:
MFCD00214242
UNSPSC Code:
12352204
PubChem Substance ID:
24891159
NACRES:
NA.32

product name

Acetyl-Lys-D-Ala-D-Ala, ≥95% (HPLC)

Assay

≥95% (HPLC)

form

powder

solubility

water: 10 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

CC(NC(=O)C(C)NC(=O)C(CCCCN)NC(C)=O)C(O)=O

InChI

1S/C14H26N4O5/c1-8(12(20)17-9(2)14(22)23)16-13(21)11(18-10(3)19)6-4-5-7-15/h8-9,11H,4-7,15H2,1-3H3,(H,16,21)(H,17,20)(H,18,19)(H,22,23)

InChI key

GMSXMADYKTYBCP-UHFFFAOYSA-N

Substrates

Substrate for carboxypeptidase G and DD from Streptomyces albus.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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P Groves et al.
Structure (London, England : 1993), 2(8), 747-754 (1994-08-15)
Glycopeptide antibiotics of the vancomycin group are of crucial clinical importance in the treatment of methicillin resistant Staphylococcus aureus (MRSA)--the often lethal 'super-bug'--characterized by its resistance to a wide range of antibiotics in common use. The antibiotics exert their physiological
L Varetto et al.
European journal of biochemistry, 162(3), 525-531 (1987-02-02)
Titration of the active-site serine DD-peptidase of Streptomyces R61 shows that formation of acyl enzyme during hydrolysis of the substrate Ac2-L-Lys-D-Ala-D-Ala and enzyme inactivation by the beta-lactam compounds benzylpenicillin, N-acetylampicillin and ampicillin relies on the acidic form of an enzyme's
D H Williams et al.
Science (New York, N.Y.), 280(5364), 711-714 (1998-05-23)
The cooperativity between binding of cell wall precursor analogs (ligands) to and antibiotic dimerization of the clinically important vancomycin group antibiotics was investigated by nuclear magnetic resonance. When dimerization was weak in the absence of a ligand, the increase in
Eric C DiBiasio et al.
Journal of bacteriology, 202(20) (2020-08-12)
Uropathogenic Escherichia coli (UPEC) is the leading cause of human urinary tract infections (UTIs), and many patients experience recurrent infection after successful antibiotic treatment. The source of recurrent infections may be persistent bacterial reservoirs in vivo that are in a

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