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Merck
모든 사진(1)

문서

R7385

Sigma-Aldrich

Phosphoramidon disodium salt

powder, ≥97% (HPLC)

동의어(들):

N-(α-Rhamno­pyranosyl­oxy­hydroxy­phosphinyl)-Leu-Trp disodium salt, N-(α-Rhamno­pyranosyl­phos­phono)-L-leucyl-L-tryptophan disodium salt

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About This Item

실험식(Hill 표기법):
C23H32N3Na2O10P
CAS Number:
Molecular Weight:
587.47
Beilstein:
8105669
MDL number:
UNSPSC 코드:
12352202
PubChem Substance ID:
NACRES:
NA.77

product name

Phosphoramidon disodium salt, ≥97% (HPLC)

생물학적 소스

Streptomyces sp.

분석

≥97% (HPLC)

형태

powder

solubility

H2O: 50 mg/mL

저장 온도

−20°C

SMILES string

[Na+].[Na+].CC(C)C[C@H](NP([O-])(=O)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O)C(=O)N[C@@H](Cc2c[nH]c3ccccc23)C([O-])=O

InChI

1S/C23H34N3O10P.2Na/c1-11(2)8-16(26-37(33,34)36-23-20(29)19(28)18(27)12(3)35-23)21(30)25-17(22(31)32)9-13-10-24-15-7-5-4-6-14(13)15;;/h4-7,10-12,16-20,23-24,27-29H,8-9H2,1-3H3,(H,25,30)(H,31,32)(H2,26,33,34);;/q;2*+1/p-2/t12-,16-,17-,18-,19+,20+,23-;;/m0../s1

InChI key

OQKHVXFOYFBMDJ-ODIUWQMJSA-L

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일반 설명

Phosphoramidon [N-(α-rhamnopyranosyl-oxyhydroxyphosphinyl)-Leu-Trp] is a competitive inhibitor of several soluble zinc metalloproteases. Phosphoramidate is produced naturally by Streptomyces tanashiensis.

애플리케이션

Phosphoramidon disodium salt has been used:
  • as the neprilysin (NEP) inhibitor: in amyloid beta (Aβ) uptake and degradation
  • to study its effect on keratinase activity
  • to treat primary microglia from wild-type mice

Identification of phosphoramidon as a metallo-endopeptidase inhibitor was used to characterize endothelin converting enzyme as a metallo-endopeptidase. Phosphoramidon increases the production of β-amyloid protein, but not amyloid precursor protein, indicating that abnormal amyloid processing in Alzheimer′s disease may be carried out by a metallo-endopeptidase.

생화학적/생리학적 작용

Phosphoramidon can inhibit ZMPSTE24, an integral membrane protein zinc metalloprotease. It is capable of blocking thermolysin.
Phosphoramidon is a potent inhibitor of thermolysin and other metallo-endopeptidases. It trongly inhibits mammalian enkephalinase and it does not inhibit trypsin, papain, chymotrypsin or pepsin. It weakly inhibits collagenase.

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 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

Thermolysin and Related Bacillus Metallopeptidases
Handbook of Proteolytic Enzymes, 1, 540-553 (2013)
J R Wu-Wong et al.
Molecular pharmacology, 44(2), 422-429 (1993-08-01)
Endothelin (ET) is generated from prepro-ET by dibasic pair proteolysis, followed by specific proteolytic cleavage between Trp21 and Val22. Currently, intense research efforts are focused on the investigation of a metalloprotease-like ET-converting enzyme that is inhibited by phosphoramidon but not
SIRT1 facilitates amyloid beta peptide degradation by upregulating lysosome number in primary astrocytes
Li MZ, et al.
Neural Regeneration Research, 13(11), 2005-2005 (2018)
Deacetylation of TFEB promotes fibrillar A beta degradation by upregulating lysosomal biogenesis in microglia
Bao J, et al.
Protein & cell, 7(6), 417-433 (2016)
Phosphoramidon inhibits the integral membrane protein zinc metalloprotease ZMPSTE24
Goblirsch BR, et al.
Acta crystallographica. Section D, Structural biology, 74(Pt 8), 739-739 (2018)

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