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Merck

A0910

Sigma-Aldrich

Ala-D-γ-Glu-Lys-D-Ala-D-Ala

≥97% (HPLC)

别名:

Peptidoglycan pentapeptide

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About This Item

经验公式(希尔记法):
C20H36N6O8
CAS号:
分子量:
488.54
MDL號碼:
分類程式碼代碼:
12352202
PubChem物質ID:
NACRES:
NA.26

品質等級

化驗

≥97% (HPLC)

形狀

powder

顏色

white

儲存溫度

−20°C

SMILES 字串

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 密鑰

MCIBYIIODNXVSL-UHFFFAOYSA-N

Amino Acid Sequence

Ala-Glu-Lys-Ala-Ala

應用

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.

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
B Heymer et al.
Zeitschrift fur Immunitatsforschung, experimentelle und klinische Immunologie, 149(2-4), 168-178 (1975-07-01)
Staphylococcus epidermidis peptidoglycans solubilized by sonication or lysozyme digestion, and synthetic peptidoglycan analogs such as HSA-carboxymethyl-Gly-L-Ala-L-Ala-D-Ala-D-Ala (HSA-pentapeptide) or L-Ala-gamma-D-Glu-L-Lys-D-Ala-D-Ala (pentapeptide) have been labeled with 125I and tested for their applicability in the radioactive antigen binding assay. Use of radioiodinated Staph.
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
Lorena Abadía Patiño et al.
Antimicrobial agents and chemotherapy, 49(4), 1419-1425 (2005-03-29)
Enterococcus faecalis BM4405-1, a susceptible derivative of the VanE-type vancomycin-resistant E. faecalis strain BM4405, was obtained after growth in the presence of novobiocin, an inhibitor of the GyrB subunit of DNA gyrase. In contrast to findings for BM4405, UDP-MurNAc-L-Ala-gamma-D-Glu-L-Lys-D-Ala-D-Ala (pentapeptide[D-Ala])
Sridhar Peddi et al.
Biochemistry, 48(24), 5731-5737 (2009-05-06)
Penicillin-binding proteins (PBPs) are bacterial enzymes involved in the final stages of cell wall biosynthesis and are the lethal targets of beta-lactam antibiotics. Despite their importance, their roles in cell wall biosynthesis remain enigmatic. A series of eight substrates, based

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