RPI856 C
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| Category | Enzyme inhibitors |
| Catalog number | BBF-03386 |
| CAS | |
| Molecular Weight | 768.9 |
| Molecular Formula | C39H56N6O10 |
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Description
RPI856 C is a retrovirus protease inhibitor produced by Streptomyces sp. AL-322. It strongly inhibits in vitro HIV-1 protease and HTLV-I protease both derived from recombinant Escherichia coli.
Specification
| Synonyms | RPI856Cl RPI-856 C |
| IUPAC Name | (2S)-2-[[(2S)-2-[[3-[[(2S)-2-[[2-[[(2S)-2-amino-3-methylbutanoyl]amino]-2-(3,5-dihydroxyphenyl)acetyl]amino]-4-methylpentanoyl]amino]-2-oxo-4-phenylbutanoyl]amino]-3-methylbutanoyl]amino]-3-methylbutanoic acid |
| Canonical SMILES | CC(C)CC(C(=O)NC(CC1=CC=CC=C1)C(=O)C(=O)NC(C(C)C)C(=O)NC(C(C)C)C(=O)O)NC(=O)C(C2=CC(=CC(=C2)O)O)NC(=O)C(C(C)C)N |
| InChI | InChI=1S/C39H56N6O10/c1-19(2)14-28(42-37(52)32(45-35(50)29(40)20(3)4)24-16-25(46)18-26(47)17-24)34(49)41-27(15-23-12-10-9-11-13-23)33(48)38(53)43-30(21(5)6)36(51)44-31(22(7)8)39(54)55/h9-13,16-22,27-32,46-47H,14-15,40H2,1-8H3,(H,41,49)(H,42,52)(H,43,53)(H,44,51)(H,45,50)(H,54,55)/t27?,28-,29-,30-,31-,32?/m0/s1 |
| InChI Key | VRJLRNCZYOXNGS-BHBQUVKGSA-N |
Properties
| Appearance | White Powder |
| Antibiotic Activity Spectrum | viruses |
Reference Reading
1. Synthesis and human immunodeficiency virus (HIV)-1 protease inhibitory activity of tripeptide analogues containing a dioxoethylene moiety
T Kitazaki, T Asano, K Kato, S Kishimoto, K Itoh Chem Pharm Bull (Tokyo). 1994 Dec;42(12):2636-40. doi: 10.1248/cpb.42.2636.
Tripeptide analogues 2 and 3 containing a dioxoethylene moiety were designed based on the characteristic structure of the naturally occurring human immunodeficiency virus (HIV)-1 protease inhibitors RPI-856 A, B, C and D (1). The compounds (2, 3) prepared showed high inhibitory activity, comparable to that of RPI-856 A, against HIV-1 protease in vitro.
2. Novel retrovirus protease inhibitors, RPI-856 A, B, C and D, produced by Streptomyces sp. AL-322
T Asano, K Matsuoka, T Hida, M Kobayashi, Y Kitamura, T Hayakawa, S Iinuma, A Kakinuma, K Kato J Antibiot (Tokyo). 1994 May;47(5):557-65. doi: 10.7164/antibiotics.47.557.
Four kinds of retrovirus protease inhibitors (RPI-856 A, B, C and D) were isolated as white powder from the culture filtrate of a soil isolate, Streptomyces sp. AL-322 by column chromatography using Diaion HP-20, Sephadex LH-20, ODS reversed phase HPLC and SP-2SW ion exchange HPLC. The structures of these inhibitors were elucidated by physico-chemical properties, chemical reactions and spectral analyses, as valyl-ADPAA-leucyl-AOPBA-valyl-valyl-aspartic acid (RPI-856 A and B) and valyl-ADPAA-leucyl-AOPBA-valyl-valine (RPI-856 C and D) [ADPAA = 2-amino-2-(3,5-dihydroxyphenyl)acetic acid, AOPBA = 3-amino-2-oxo-4-phenylbutyric acid]. RPI-856 A and B, and RPI-856 C and D were both determined to be diasteromers each other on the asymmetric carbon in AOPBA. These four inhibitors strongly inhibited in vitro HIV-1 protease and HTLV-I protease both derived from recombinant Escherichia coli with IC50 of 10(-7) approximately 10(-8) M.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
