2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-4-methylpentanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]propanamido]-3-hydroxypropanamido]-4-methylpentanamido]acetic acid

• ChemBase ID: 155144
• Molecular Formular: C32H61N13O9
• Molecular Mass: 771.90844
• Monoisotopic Mass: 771.4715206
• SMILES: C[C@@H](C(=O)N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CC(C)C)N
• Canonical SMILES: OC[C@@H](C(=O)N[C@H](C(=O)NCC(=O)O)CC(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CC(C)C)N)CCCNC(=N)N)CCCNC(=N)N)C
• InChI: InChI=1S/C32H61N13O9/c1-16(2)12-19(33)26(50)42-21(9-7-11-39-32(36)37)29(53)43-20(8-6-10-38-31(34)35)28(52)41-18(5)25(49)45-23(15-46)30(54)44-22(13-17(3)4)27(51)40-14-24(47)48/h16-23,46H,6-15,33H2,1-5H3,(H,40,51)(H,41,52)(H,42,50)(H,43,53)(H,44,54)(H,45,49)(H,47,48)(H4,34,35,38)(H4,36,37,39)/t18-,19-,20-,21-,22-,23-/m0/s1
• InChIKey: WIGDGIGALMYEBW-LLINQDLYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-4-methylpentanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]propanamido]-3-hydroxypropanamido]-4-methylpentanamido]acetic acid
• IUPAC Traditional name: [(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-4-methylpentanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]propanamido]-3-hydroxypropanamido]-4-methylpentanamido]acetic acid
• Synonyms: Phosphate acceptor peptide; Kemptide acetate salt; 磷酸盐受体肽; 肯普肽 乙酸盐

Database IDs

• CAS Number: 65189-71-1
• MDL Number: MFCD00076710
• Beilstein Number: 6263936
• PubChem SID: 24881939; 24896201; 162249282
• PubChem CID: 9962276

CALCULATED PROPERTIES

• Acid pKa: -1.3130722
• H Acceptors: 16
• H Donor: 15
• LogD (pH = 5.5): -11.257396
• LogD (pH = 7.4): -9.560246
• Log P: -7.132174
• Molar Refractivity: 215.5303 cm^3
• Polarizability: 75.88815 Å^3
• Polar Surface Area: 381.95 Å^2
• Rotatable Bonds: 26
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble10 mg/mL, clear, colorless; H2O: soluble20 mg/mL
• Apperance: white powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥75% peptide basis; ≥95% (HPLC); ≥95.0% (HPLC)
• Impurities: ≤10% water
• Empirical Formula (Hill Notation): C32H61N13O9

DETAILS

Sigma Aldrich - K1127

Amino Acid Sequence
Leu-Arg-Arg-Ala-Ser-Leu-Gly
Substrates
Synthetic substrate for protein kinase A.

Sigma Aldrich - 60645

Amino Acid Sequence
Leu-Arg-Arg-Ala-Ser-Leu-Gly
Biochem/physiol Actions
Substrate for cAMP-dependent protein kinase1,2