(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[(2-aminophenyl)formamido]-3-hydroxypropanamido]-3-carboxypropanamido]-6-[(2,4-dinitrophenyl)amino]hexanoyl]pyrrolidine-2-carboxylic acid; trifluoroacetic acid

• ChemBase ID: 153999
• Molecular Formular: C33H39F3N8O15
• Molecular Mass: 844.7025696
• Monoisotopic Mass: 844.24869725
• SMILES: c1ccc(c(c1)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CCCCNc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-])C(=O)N1CCC[C@H]1C(=O)O)N.C(=O)(C(F)(F)F)O
• Canonical SMILES: OC(=O)C(F)(F)F.OC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)O)CCCCNc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-])CC(=O)O)NC(=O)c1ccccc1N
• InChI: InChI=1S/C31H38N8O13.C2HF3O2/c32-19-7-2-1-6-18(19)27(43)36-23(16-40)29(45)35-22(15-26(41)42)28(44)34-21(30(46)37-13-5-9-24(37)31(47)48)8-3-4-12-33-20-11-10-17(38(49)50)14-25(20)39(51)52;3-2(4,5)1(6)7/h1-2,6-7,10-11,14,21-24,33,40H,3-5,8-9,12-13,15-16,32H2,(H,34,44)(H,35,45)(H,36,43)(H,41,42)(H,47,48);(H,6,7)/t21-,22-,23-,24-;/m0./s1
• InChIKey: IFSUGURCQHMSJS-JPIABUGISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[(2-aminophenyl)formamido]-3-hydroxypropanamido]-3-carboxypropanamido]-6-[(2,4-dinitrophenyl)amino]hexanoyl]pyrrolidine-2-carboxylic acid; trifluoroacetic acid
• IUPAC Traditional name: (2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[(2-aminophenyl)formamido]-3-hydroxypropanamido]-3-carboxypropanamido]-6-[(2,4-dinitrophenyl)amino]hexanoyl]pyrrolidine-2-carboxylic acid; trifluoroacetic acid
• Synonyms: o-Aminobenzoic acid-Ser-Asp-Lys(DNP)P-OH trifluoroacetate salt; Abz-SDK(Dnp)P-OH trifluoroacetate salt; o-aminobenzoic acid-Ser-Asp-Lys(DNP)Pro-OH 三氟乙酸盐; Abz-SDK(Dnp)P-OH 三氟乙酸盐

Database IDs

• MDL Number: MFCD09753055
• PubChem SID: 162248138; 24891013
• PubChem CID: 16218931

CALCULATED PROPERTIES

• Acid pKa: 3.6046102
• H Acceptors: 15
• H Donor: 8
• LogD (pH = 5.5): -2.9224765
• LogD (pH = 7.4): -6.1046357
• Log P: 0.075034276
• Molar Refractivity: 180.767 cm^3
• Polarizability: 66.963165 Å^3
• Polar Surface Area: 332.13 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: freely soluble
• Apperance: lyophilized powder

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥91% (HPLC)
• Empirical Formula (Hill Notation): C31H38N8O13 · xC2HF3O2

DETAILS

Sigma Aldrich - A5730

Amino Acid Sequence
Abz-Ser-Asp-Lys-DNP
Biochem/physiol Actions
Abz-SDK(Dnp)P-OH is an Angiotensin Converting Enzyme (ACE) fluorescent peptide substrate specific for the N domain for real time fluorescent assay (ACE, Peptidyl Dipeptidase, Kininase II, E.C. 3.4.15.1).
Application
Abz-SDK(Dnp)P-OH trifluoroacetate is an Angiotensin Converting Enzyme (ACE) fluorescent peptide substrate that specifically binds to the N domain of ACE. Abz-SDK(Dnp)P-OH has been used to study tipifarnib-induced apoptosis in acute myeloid leukemia and multiple myeloma cells.