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Pepstatin (Pepstatin A) is a specific aspartic protease inhibitor produced by actinomycetes, with IC50s of 4.5 nM, 6.2 nM, 150 nM, 290 nM, 520 nM and 260 nM for hemoglobin-pepsin, hemoglobin-proctase, casein-pepsin, casein-proctase, casein-acid protease and hemoglobin-acid protease, respectively. Pepstatin Ammonium also inhibits HIV protease.
CAT No: P4903
CAS No: 26305-03-3
Synonyms/Alias: Pepstatin A;pepstatin;26305-03-3;Pepstatine;Pepstatina;Ahpatinin C;Pepstatinum;Procidin S 735A;Pepstatin (VAN);Pepsin inhibitor S 735A;Pepstatin (nonspecific);Pepstatin [USAN:INN];Pepstatine [INN-French];Pepstatinum [INN-Latin];Pepstatina [INN-Spanish];CCRIS 3603;V6Y2T27Q1U;DTXSID7046095;PEPSTATIN [INN];PEPSTATIN [MI];PEPSTATIN [USAN];EINECS 247-600-0;(3S,4S)-3-hydroxy-4-[[(2S)-2-[[(3S,4S)-3-hydroxy-6-methyl-4-[[(2S)-3-methyl-2-[[(2S)-3-methyl-2-(3-methylbutanoylamino)butanoyl]amino]butanoyl]amino]heptanoyl]amino]propanoyl]amino]-6-methylheptanoic acid;NSC 272671;NSC-272671;PEPSTATIN [WHO-DD];BRN 2201362;39324-30-6;Iva-Val-Val-Sta-Ala-Sta-OH;MLS002222329;CHEBI:7989;CHEMBL296588;DTXCID5026095;L-Alaninamide,N-(3-methyl-1-oxobutyl)-L-valyl-L-valyl-(3S,4S)-4-amino-3-hydroxy-6-methylheptanoyl-N-[(1S)-1-[(1S)-2-carboxy-1-hydroxyethyl]-3-methylbutyl]-;NCGC00161670-06;Pepstatine (INN-French);Pepstatinum (INN-Latin);Pepstatina (INN-Spanish);(6S,9S,12S,13S,17S,20S,21S)-13,21-dihydroxy-12,20-diisobutyl-6,9-diisopropyl-2,17-dimethyl-4,7,10,15,18-pentaoxo-5,8,11,16,19-pentaazatricosan-23-oic acid;3-hydroxy-4-[2-[[3-hydroxy-6-methyl-4-[[3-methyl-2-[[3-methyl-2-(3-methylbutanoylamino)butanoyl]amino]butanoyl]amino]heptanoyl]amino]propanoylamino]-6-methylheptanoic acid;Heptanoic acid, N-(3-methyl-1-oxobutyl)-L-valyl-L-valyl-(3S,4S)-3-hydroxy-6-methyl-4-aminoheptanoyl-L-alanyl-(3S,4S)-3-hydroxy-6-methyl-4-amino-;L-Alaninamide, N-(3-methyl-1-oxobutyl)-L-valyl-L-valyl-(3S,4S)-4-amino-3-hydroxy-6-methylheptanoyl-N-[(1S)-1-[(1S)-2-carboxy-1-hydroxyethyl]-3-methylbutyl]-;N-Isovaleryl-L-valyl-L-valyl-3-hydroxy-6-methyl-gamma-aminoheptanoyl-L-alanyl-3-hydroxy-6-methyl-gamma-aminoheptanoic acid;MFCD00060740;NSC272671;(3S,4S)-3-hydroxy-4-[(2S)-2-[(3S,4S)-3-hydroxy-6-methyl-4-[(2S)-3-methyl-2-[(2S)-3-methyl-2-(3-methylbutanamido)butanamido]butanamido]heptanamido]propanamido]-6-methylheptanoic acid;L-Alaninamide, N-(3-methyl-1-oxobutyl)-L-valyl-(3S,4S)-4-amino-3-hydroxy-6-methylheptanoyl-N-((1S)-1-((1S)-2-carboxy-1-hydroxyethyl)-3-methylbutyl)-;L-Valinamide, N-(3-methyl-1-oxobutyl)-L-valyl-N-(4-((2-((1-(2-carboxy-1-hydroxyethyl)-3-methylbutyl)amino)-1-methyl-2-oxoethyl)amino)-2-hydroxy-1-(2-methylpropyl)-4-oxobutyl)-, (1S-(1R*,2R*,4(R*(R*(R*)))))-;N-(3-methylbutanoyl)-L-valyl-N-[(3S,4S)-1-{[(2S)-1-{[(2S,3S)-1-carboxy-2-hydroxy-5-methylhexan-3-yl]amino}-1-oxopropan-2-yl]amino}-3-hydroxy-6-methyl-1-oxoheptan-4-yl]-L-valinamide;N-[(3-Methyl-1-oxobutyl)-L-valyl-L-valyl-4-amino-3-hydroxy-6-methylheptanoyl-L-alanyl]-4-amino-3-hydroxy-6-methylheptanoic acid;SMR000059191;C34H63N5O9;UNII-V6Y2T27Q1U;1lyb;1sme;6apr;(3S,4S)-3-hydroxy-4-(((2S)-2-(((3S,4S)-3-hydroxy-6-methyl-4-(((2S)-3-methyl-2-(((2S)-3-methyl-2-(3-methylbutanoylamino)butanoyl)amino)butanoyl)amino)heptanoyl)amino)propanoyl)amino)-6-methylheptanoic acid;L-Alaninamide, N-(3-methyl-1-oxobutyl)-L-valyl-L-valyl-(3S,4S)-4-amino-3-hydroxy-6-methylheptanoyl-N-((1S)-1-((1S)-2-carboxy-1-hydroxyethyl)-3-methylbutyl)-;N-(3-Methyl-1-oxobutyl)-L-valyl-L-valyl-4-amino-3-hydroxy-6-methylheptanoyl-L-alanyl-4-amino-3-hydroxy-6-methylheptanoic acid;N-(3-methylbutanoyl)-L-valyl-N-((3S,4S)-1-(((2S)-1-(((2S,3S)-1-carboxy-2-hydroxy-5-methylhexan-3-yl)amino)-1-oxopropan-2-yl)amino)-3-hydroxy-6-methyl-1-oxoheptan-4-yl)-L-valinamide;CAS-26305-03-3;4er2;Pepstatin (USAN/INN);Prestwick3_000405;Iva-Val-Val-Sta-Ala-Sta;UPCMLD-DP141;SCHEMBL50324;BDBM912;BSPBio_000330;BSPBio_001000;KBioGR_000340;KBioSS_000340;MLS000069747;MLS002207302;MLS006010748;BPBio1_000364;SCHEMBL19469525;UPCMLD-DP141:001;UPCMLD-DP141:002;KBio2_000340;KBio2_002908;KBio2_005476;KBio3_000679;KBio3_000680;Bio1_000404;Bio1_000893;Bio1_001382;Bio2_000340;Bio2_000820;HMS1362B21;HMS1792B21;HMS1990B21;HMS2096A12;HMS2233I07;HMS3403B21;HMS3713A12;BCP15859;EX-A4027;HY-P0018;Pepstatin, from Streptomyces species;Tox21_111747;HB3359;s7381;Pepstatin A, >=100,000 U/mg;AKOS024456453;Tox21_111747_1;AC-8820;CCG-207852;CS-4202;FP29630;IDI1_002095;NCGC00160128-02;NCGC00161670-01;NCGC00161670-02;NCGC00161670-03;NCGC00161670-04;BS-16753;DA-76723;SMR001307268;Pepstatin A, microbial, >=75% (HPLC);Pepstatin A, microbial, >=90% (HPLC);AB00513830;Isovaleryl-L-val-L-val-statinyl-L-alastatine;NS00051237;C74361;D03818;Pepstatin A; Isovaleryl-Val-Val-Sta-Ala-Sta-OH;SR-01000721876;Q7166509;SR-01000721876-3;BRD-K13571841-001-03-7;BRD-K13571841-001-14-4;(3S,4S)-3-hydroxy-4-[[(2S)-2-[[(3S,4S)-3-hydroxy-6-methyl-4-[[(2S)-3-methyl-2-[[(2S)-3-methyl-2-(3-methylbutanoylamino)butanoyl]amino]butanoyl]amino]heptanoyl]amino]propanoyl]amino]-6-methyl-heptanoic acid;247-600-0;Isovaleryl-Val-Val-4-amino-3-hydroxy-6-methylheptanoyl-Ala-4-amino-3-hydroxy-6-methylheptanoic Acid;L-Alaninamide, N-(3-methyl-1-oxobutyl)-L-valyl-L-valyl-(3S,4S)-4-amino-3-hydroxy-6-methylheptanoyl-N-(1S)-1-(1S)-2-carboxy-1-hydroxyethyl-3-methylbutyl-;
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M.F/Formula | C34H63N5O9 |
M.W/Mr. | 685.9 |
Sequence | One Letter Code:VVXAX Three Letter Code:isovaleryl-Val-Val-Sta-Ala-Sta-OH |
Long-term Storage Conditions | DMSO : ≥ 25 mg/mL (36.45 mM) |
Shipping Condition | Room temperature in continental US; may vary elsewhere. |
InChI | InChI=1S/C34H63N5O9/c1-17(2)12-23(37-33(47)31(21(9)10)39-34(48)30(20(7)8)38-27(42)14-19(5)6)25(40)15-28(43)35-22(11)32(46)36-24(13-18(3)4)26(41)16-29(44)45/h17-26,30-31,40-41H,12-16H2,1-11H3,(H,35,43)(H,36,46)(H,37,47)(H,38,42)(H,39,48)(H,44,45)/t22-,23-,24-,25-,26-,30-,31-/m0/s1 |
InChI Key | FAXGPCHRFPCXOO-LXTPJMTPSA-N |
2. C-Peptide replacement therapy and sensory nerve function in type 1 diabetic neuropathy
5. Autoinhibition and phosphorylation-induced activation of phospholipase C-γ isozymes
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