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Merck
모든 사진(1)

Key Documents

A9519

Sigma-Aldrich

N-Acetylmuramyl-L-alanyl-D-isoglutamine hydrate

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

동의어(들):

Adjuvant Peptide, Muramyl dipeptide

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About This Item

실험식(Hill 표기법):
C19H32N4O11 · xH2O
CAS Number:
Molecular Weight:
492.48 (anhydrous basis)
Beilstein:
4220745
EC Number:
MDL number:
UNSPSC 코드:
12352209
PubChem Substance ID:
NACRES:
NA.26

product name

N-Acetylmuramyl-L-alanyl-D-isoglutamine hydrate, ≥98% (TLC)

Quality Level

분석

≥98% (TLC)

형태

powder

기술

ligand binding assay: suitable

색상

white

응용 분야

cell analysis

저장 온도

−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

InChI key

BSOQXXWZTUDTEL-QAQREVAFSA-N

유사한 제품을 찾으십니까? 방문 제품 비교 안내

Amino Acid Sequence

MurNAc-Ala-Agn

애플리케이션

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

생화학적/생리학적 작용

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.

포장

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


시험 성적서(COA)

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문서 라이브러리 방문

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)
Hyung-Sik Kim et al.
Gastroenterology, 145(6), 1392-1403 (2013-08-27)
Decreased levels or function of nucleotide-binding oligomerization domain 2 (NOD2) are associated with Crohn's disease. NOD2 regulates intestinal inflammation, and also is expressed by human umbilical cord blood-derived mesenchymal stem cells (hUCB-MSCs), to regulate their differentiation. We investigated whether NOD2

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