G8291

Sigma-Aldrich

Glu-Val-Asn-[(2R,4S,5S)-5-amino-4-hydroxy-2,7-dimethyloctanoyl]-Ala-Glu-Phe

>93% (HPLC), solid

Synonym(s):
OM99-2
Empirical Formula (Hill Notation):
C41H64N8O14
CAS Number:
Molecular Weight:
892.99
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

>93% (HPLC)

form

solid

solubility

0.1% trifluoroacetic acid: 1 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

CC(C)C[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](NC(=O)[C@@H](N)CCC(O)=O)C(C)C)[C@@H](O)C[C@@H](C)C(=O)N[C@@H](C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](Cc1ccccc1)C(O)=O

InChI

1S/C41H64N8O14/c1-20(2)16-27(46-39(60)28(19-31(43)51)47-40(61)34(21(3)4)49-37(58)25(42)12-14-32(52)53)30(50)17-22(5)35(56)44-23(6)36(57)45-26(13-15-33(54)55)38(59)48-29(41(62)63)18-24-10-8-7-9-11-24/h7-11,20-23,25-30,34,50H,12-19,42H2,1-6H3,(H2,43,51)(H,44,56)(H,45,57)(H,46,60)(H,47,61)(H,48,59)(H,49,58)(H,52,53)(H,54,55)(H,62,63)/t22-,23+,25+,26+,27+,28+,29+,30+,34+/m1/s1

InChI key

NIOCOJFPGCXNKL-ZKZXETMPSA-N

Amino Acid Sequence

Glu-Val-Asn-[(2R,4S,5S)-5-amino-4-hydroxy-2,7-dimethyloctanoyl]-Ala-Glu-Phe

Biochem/physiol Actions

Inhibitor of brain β-secretase

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Design of potent inhibitors for human brain memapsin (β-secretase).
Ghosh, A.K.
Journal of the American Chemical Society, 122, 3522-3522 (2000)
Mohammad Mahdavi et al.
Chemistry & biodiversity, 16(4), e1800488-e1800488 (2019-02-06)
Alzheimer's disease (AD) is a well-known neurodegenerative disorder affecting millions of old people worldwide and the corresponding epidemiological data emphasize the importance of the disease. As AD is a multifactorial illness, various single target directed drugs that have reached clinical...
L Hong et al.
Science (New York, N.Y.), 290(5489), 150-153 (2000-10-06)
Memapsin 2 (beta-secretase) is a membrane-associated aspartic protease involved in the production of beta-amyloid peptide in Alzheimer's disease and is a major target for drug design. We determined the crystal structure of the protease domain of human memapsin 2 complexed...
Donatella Panatto et al.
Human vaccines & immunotherapeutics, 11(1), 270-276 (2014-12-09)
Infections caused by Chlamydia trachomatis (Ct) and human papillomavirus (HPV) are the two main sexually transmitted infections; however, epidemiological data on Ct prevalence and Ct/HPV co-infection in Italy are scant. This study aimed at estimating the prevalence of Ct infection...
Ramin Miri et al.
Archives of pharmacal research, 38(4), 456-469 (2014-04-29)
β-site amyloid precursor protein cleaving enzyme (BACE-1) is a validated target for Alzheimer therapy due to its distinctive role in pathogenesis of AD. In the present contribution, a series of new 3,5-bis-N-(aryl/heteroaryl) carbamoyl-4-aryl-1,4-dihydropyridine structures were synthesized as BACE-1 inhibitors (6a-6n)....

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