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Merck
CN

A0910

Sigma-Aldrich

Ala-D-γ-Glu-Lys-D-Ala-D-Ala

≥97% (HPLC)

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别名:
Peptidoglycan pentapeptide
经验公式(希尔记法):
C20H36N6O8
CAS号:
分子量:
488.54
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.26

质量水平

检测方案

≥97% (HPLC)

形式

powder

颜色

white

储存温度

−20°C

SMILES字符串

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

Amino Acid Sequence

Ala-Glu-Lys-Ala-Ala

应用

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.

生化/生理作用

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.

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

常规特殊物品

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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)
B Heymer et al.
Journal of immunology (Baltimore, Md. : 1950), 117(1), 23-26 (1976-07-01)
A radioimmunoassay has been developed for the measurement of antibodies to peptidoglycan in human sera including patients with rheumatic fever and juvenile rheumatoid arthritis. The assay is based on the percentage of binding of the hapten 125I-L-Ala-gamma-d-Glu-L-Lys-D-Ala-D-Ala, the major peptide
Ahmed Bouhss et al.
The Journal of biological chemistry, 277(48), 45935-45941 (2002-09-27)
The enzymatic synthesis of the complete l-alanyl(1)-l-alanine(2) side chain of the peptidoglycan precursors of Enterococcus faecalis was obtained in vitro using purified enzymes. The pathway involved alanyl-tRNA synthetase and two ligases, BppA1 and BppA2, that specifically transfer alanine from Ala-tRNA

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