A0910
Ala-D-γ-Glu-Lys-D-Ala-D-Ala
≥97% (HPLC)
Synonym(s):
Peptidoglycan pentapeptide
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About This Item
Empirical Formula (Hill Notation):
C20H36N6O8
CAS Number:
Molecular Weight:
488.54
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352202
MDL number:
Quality Level
assay
≥97% (HPLC)
form
powder
color
white
storage temp.
−20°C
SMILES string
CC(N)C(=O)NC(CCC(=O)NC(CCCCN)C(=O)NC(C)C(=O)NC(C)C(O)=O)C(O)=O
InChI
1S/C20H36N6O8/c1-10(22)16(28)26-14(20(33)34)7-8-15(27)25-13(6-4-5-9-21)18(30)23-11(2)17(29)24-12(3)19(31)32/h10-14H,4-9,21-22H2,1-3H3,(H,23,30)(H,24,29)(H,25,27)(H,26,28)(H,31,32)(H,33,34)
InChI key
MCIBYIIODNXVSL-UHFFFAOYSA-N
Application
Ala-D-γ-Glu-Lys-D-Ala-D-Ala is the pentapeptide tail of the peptidoglycan precursor UDPMurNAc-l-Ala-γ-d-Glu-l-Lys(Gly)(5)-d-Ala-d-Ala. Ala-D-γ-Glu-Lys-D-Ala-D-Ala is used to study the role of this peptide stem in peptidoglycan biosynthesis, degradation and function.
Biochem/physiol Actions
L-Ala-D-Glu-gamma-L-Lys-D-Ala-D-Ala, peptidoglycan pentapeptide, is the antigenic peptide determinant of peptidoglycan useful in studies of mechanisms of action of glycopeptide antibiotics.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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M Nieto et al.
The Biochemical journal, 123(5), 789-803 (1971-08-01)
Vancomycin forms complexes with peptides terminating in d-alanyl-d-alanine that are analogous to the biosynthetic precursors of bacterial mucopeptides. The specificity of complex-formation has been studied by means of many synthetic peptides, prepared by both solid-phase and conventional methods. The following
V A Bokisch et al.
The Journal of experimental medicine, 138(5), 1184-1193 (1973-11-01)
The relationship between 7S anti-IgG and antibodies to streptococcal cell wall peptidoglycan was examined for four streptococcal Group C antisera. Homogeneous 7S anti-IgG components in these sera were isolated by means of an IgG immunoadsorbent column. For two of the
Immunochemistry of a synthetic peptidoglycan-precursor pentapeptide.
A R Zeiger et al.
Biochemistry, 12(18), 3387-3394 (1973-08-28)