A0910

Ala-D-γ-Glu-Lys-D-Ala-D-Ala

Name: Ala-<SC>D</SC>-γ-Glu-Lys-<SC>D</SC>-Ala-<SC>D</SC>-Ala
Brand: SIGMA
Price: 338 EUR

≥97% (HPLC)

Synonym(e):

Peptidoglycan pentapeptide

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Über diesen Artikel

Empirische Formel (Hill-System):

C₂₀H₃₆N₆O₈

CAS-Nummer:

2614-55-3

Molekulargewicht:

488.54

NACRES:

NA.26

PubChem Substance ID:

24890467

UNSPSC Code:

12352202

MDL number:

MFCD00133044

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Quality Level

200

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

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Dieser Artikel	A0912	A6677	77140
Sigma-Aldrich A0910 Ala-D-γ-Glu-Lys-D-Ala-D-Ala	Sigma-Aldrich A0912 D-Ala-D-Ala	Sigma-Aldrich A6677 Arg-Gly-Asp-Ser-Pro-Ala-Ser-Ser-Lys-Pro	Sigma-Aldrich 77140 Peptidoglycan from Staphylococcus aureus
form powder	form powder	form powder	form lyophilized powder
assay ≥97% (HPLC)	assay ≥99%	assay ≥97% (HPLC)	assay -
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C
color white	color white to off-white	color -	color -
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 100

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.

Lagerklasse

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number

0000353771

0000259393

SLCP9773

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Synthesis of the L-alanyl-L-alanine cross-bridge of Enterococcus faecalis peptidoglycan.

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

Measurement of peptidoglycan antibodies by a radioimmunoassay.

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.

Silencing of glycopeptide resistance in Enterococcus faecalis BM4405 by novobiocin.

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])

Neisseria gonorrhoeae penicillin-binding protein 3 demonstrates a pronounced preference for N(epsilon)-acylated substrates.

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

Modifications of the acyl-D-alanyl-D-alanine terminus affecting complex-formation with vancomycin.

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

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Global Trade Item Number

SKU	GTIN
A0910-5MG	04061832818788

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Ala-D-γ-Glu-Lys-D-Ala-D-Ala