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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

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About This Item

Empirical Formula (Hill Notation):
C41H64N8O14
CAS Number:
314266-76-7
Molecular Weight:
892.99
MDL number:
MFCD03452932
UNSPSC Code:
12352200
PubChem Substance ID:
329799977
NACRES:
NA.77

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

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Design of potent inhibitors for human brain memapsin (β-secretase).
Ghosh, A.K.
Journal of the American Chemical Society, 122, 3522-3522 (2000)
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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
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
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
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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