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Merck

A0910

Sigma-Aldrich

Ala-D-γ-Glu-Lys-D-Ala-D-Ala

≥97% (HPLC)

Synonym(e):

Peptidoglycan pentapeptide

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About This Item

Empirische Formel (Hill-System):
C20H36N6O8
CAS-Nummer:
Molekulargewicht:
488.54
MDL-Nummer:
UNSPSC-Code:
12352202
PubChem Substanz-ID:
NACRES:
NA.26

Qualitätsniveau

Assay

≥97% (HPLC)

Form

powder

Farbe

white

Lagertemp.

−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)

InChIKey

MCIBYIIODNXVSL-UHFFFAOYSA-N

Amino Acid Sequence

Ala-Glu-Lys-Ala-Ala

Anwendung

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. Wirkung

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Kunden haben sich ebenfalls angesehen

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.
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
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
Immunochemistry of a synthetic peptidoglycan-precursor pentapeptide.
A R Zeiger et al.
Biochemistry, 12(18), 3387-3394 (1973-08-28)

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