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Merck

A9519

Sigma-Aldrich

N-Acetylmuramyl-L-alanyl-D-isoglutamin Hydrat

≥98% (TLC), suitable for ligand binding assays

Synonym(e):

Adjuvant-Peptid, Muramyl-dipeptid

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About This Item

Empirische Formel (Hill-System):
C19H32N4O11 · xH2O
CAS-Nummer:
Molekulargewicht:
492.48 (anhydrous basis)
Beilstein:
4220745
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352209
PubChem Substanz-ID:
NACRES:
NA.26

Produktbezeichnung

N-Acetylmuramyl-L-alanyl-D-isoglutamin Hydrat, ≥98% (TLC)

Qualitätsniveau

Assay

≥98% (TLC)

Form

powder

Methode(n)

ligand binding assay: suitable

Farbe

white

Anwendung(en)

cell analysis

Lagertemp.

−20°C

SMILES String

C[C@H](NC(=O)[C@@H](C)O[C@H]1[C@H](O)[C@@H](CO)OC(O)[C@@H]1NC(C)=O)C(=O)N[C@H](CCC(O)=O)C(N)=O

InChI

1S/C19H32N4O11/c1-7(17(30)23-10(16(20)29)4-5-12(26)27)21-18(31)8(2)33-15-13(22-9(3)25)19(32)34-11(6-24)14(15)28/h7-8,10-11,13-15,19,24,28,32H,4-6H2,1-3H3,(H2,20,29)(H,21,31)(H,22,25)(H,23,30)(H,26,27)/t7-,8+,10+,11+,13+,14+,15+,19?/m0/s1

InChIKey

BSOQXXWZTUDTEL-QAQREVAFSA-N

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Amino Acid Sequence

MurNAc-Ala-Agn

Anwendung

N-Acetylmuramyl-L-alanyl-D-isoglutamine hydrate has been used in staphylococcal cell wall preparation to induce the release of TNF from human monocytes.

Biochem./physiol. Wirkung

verbessert Antigentität von schwachen Antigenen und erhöht den Antikörpertiter
Enhances antigenicity of weak antigens, increasing antibody titer.
Muramyl peptides are monomeric components that make up the bacterial cell wall peptidoglycan. It is generally produced by mammalian macrophages, as an immune response in the breakdown of bacterial cell wall. MDP promotes the production of interleukin-1 and tumor necrosis factor (TNF), which increase slow-wave sleep.
N-Acetylmuramyl-L-alanyl-D-isoglutamine (MDP, muramyl dipeptide), a neurotrophic and immunomodulatory factor related to bacterial peptidoglycans, is used as an immune modulation factor that enhances immune response and to study neural development.

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

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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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

Norihiro Nakamura et al.
Nature, 509(7499), 240-244 (2014-04-04)
The detection of microbial pathogens involves the recognition of conserved microbial components by host cell sensors such as Toll-like receptors (TLRs) and NOD-like receptors (NLRs). TLRs are membrane receptors that survey the extracellular environment for microbial infections, whereas NLRs are
Shoichi Kusumoto et al.
Proceedings of the Japan Academy. Series B, Physical and biological sciences, 86(4), 322-337 (2010-05-01)
Chemistry-based investigation is reviewed which led to identification of the active entities responsible for the immunostimulating potencies of peptidoglycan and lipopolysaccharide. Though these glycoconjugates which ubiquitously occur in wide range of bacteria as the essential components of their cell envelopes
Jesse M Hansen et al.
The Journal of infectious diseases, 209(7), 1045-1054 (2013-11-23)
Mycobacteria produce an unusual, glycolylated form of muramyl dipeptide (MDP) that is more potent and efficacious at inducing NOD2-mediated host responses. We tested the importance of this modified form of MDP in Mycobacterium tuberculosis by disrupting the gene, namH, responsible
Muramyl dipeptide and IL-1 effects on sleep and brain temperature after inhibition of serotonin synthesis.
Imeri L
The American Journal of Physiology, 273(5 Pt 2), R1663-R1668 (1997)
Claudia Loganes et al.
World journal of gastroenterology, 22(44), 9734-9743 (2016-12-14)
To evaluate how mucosal bacteria impact on the spontaneous and muramyl dipeptide (MDP)-induced inflammation in Crohn's disease (CD) and ulcerative colitis (UC). Colonic mucosal biopsies were collected from children with active or remissive CD, UC and controls. Two tissue samples

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