D9904
Nα,Nε-Diacetyl-Lys-D-Ala-D-Ala
carboxypeptidase substrate
Synonym(s):
(Ac)2-L-Lys-D-Ala-D-Ala
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25 MG
MXP 9,642.00
MXP 9,642.00
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25 MG
MXP 9,642.00
About This Item
Empirical Formula (Hill Notation):
C16H28N4O6
CAS Number:
Molecular Weight:
372.42
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32
MXP 9,642.00
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Quality Level
Assay
≥98% (HPLC)
form
powder
composition
Peptide content, ≥85%
solubility
water: 50 mg/mL, clear, colorless
storage temp.
−20°C
SMILES string
OC([C@@H](C)NC([C@@H](C)NC([C@@H](NC(C)=O)CCCCNC(C)=O)=O)=O)=O
InChI
1S/C16H28N4O6/c1-9(14(23)19-10(2)16(25)26)18-15(24)13(20-12(4)22)7-5-6-8-17-11(3)21/h9-10,13H,5-8H2,1-4H3,(H,17,21)(H,18,24)(H,19,23)(H,20,22)(H,25,26)
InChI key
VIHGYLJIMMKSBR-UHFFFAOYSA-N
Substrates
Substrate for penicillin-sensitive D-alanine carboxypeptidase.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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M Leyh-Bouille et al.
The Biochemical journal, 235(1), 177-182 (1986-04-01)
The values of the kinetic parameters that govern the interactions between the Streptomyces K15 DD-peptidase and beta-lactam compounds were determined by measuring the inactivating effect that these compounds exert on the transpeptidase activity of the enzyme and, in the case
Zhibo Yang et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 15(9), 2081-2090 (2009-01-22)
Charge matters! The charge state significantly influences the conformation and the binding energy between vancomycin antibiotic and bacterial cell-wall analogue peptides (see figure). Surface-induced dissociation (SID) studies provide a quantitative comparison between the stabilities of different charge states of the
A Malabarba et al.
Journal of medicinal chemistry, 35(22), 4054-4060 (1992-10-30)
Basic carboxamides of teicoplanin A2 (CTA) and its aglycon (TD) are prepared by condensation of the 63-carboxyl function of these antibiotics with linear or branched polyamines. The antimicrobial activities of some of the resulting compounds were better than those of
Casey C McComas et al.
Journal of the American Chemical Society, 125(31), 9314-9315 (2003-08-02)
The binding affinity of 4, which incorporates a methylene (CH2) in place of the key linking amide of Ac2-l-Lys-d-Ala-d-Ala, for vancomycin was compared with that of Ac2-l-Lys-d-Ala-d-Ala (3) and Ac2-l-Lys-d-Ala-d-Lac (5). The vancomycin affinity for 4 was approximately 10-fold less
T R Herrin et al.
Journal of medicinal chemistry, 28(9), 1371-1375 (1985-09-01)
A series of ristocetin analogues with modifications (OH, C=O, C=NOH, NCOCH3) at the C-1' amino group was synthesized and found to possess antibacterial activity against gram-positive bacteria and to bind to Ac2-Lys-D-Ala-D-Ala, a model for the antibiotic's site of action.
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