1-{2-[2-(2-{6-amino-2-[2-(2-amino-5-carbamimidamidopentanamido)-5-carbamimidamidopentanamido]hexanamido}propanamido)-3-hydroxypropanamido]acetyl}pyrrolidine-2-carboxylic acid

• ChemBase ID: 103846
• Molecular Formular: C31H58N14O9
• Molecular Mass: 770.88062
• Monoisotopic Mass: 770.45111951
• SMILES: CC(NC(=O)C(CCCCN)NC(=O)C(CCCNC(=N)N)NC(=O)C(N)CCCNC(=N)N)C(=O)NC(CO)C(=O)NCC(=O)N1CCCC1C(=O)O
• Canonical SMILES: NCCCCC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)N1CCCC1C(=O)O)CO)C)NC(=O)C(NC(=O)C(CCCNC(=N)N)N)CCCNC(=N)N
• InChI: InChI=1S/C31H58N14O9/c1-17(24(48)44-21(16-46)26(50)40-15-23(47)45-14-6-10-22(45)29(53)54)41-27(51)19(8-2-3-11-32)43-28(52)20(9-5-13-39-31(36)37)42-25(49)18(33)7-4-12-38-30(34)35/h17-22,46H,2-16,32-33H2,1H3,(H,40,50)(H,41,51)(H,42,49)(H,43,52)(H,44,48)(H,53,54)(H4,34,35,38)(H4,36,37,39)
• InChIKey: QUDAEJXIMBXKMG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{2-[2-(2-{6-amino-2-[2-(2-amino-5-carbamimidamidopentanamido)-5-carbamimidamidopentanamido]hexanamido}propanamido)-3-hydroxypropanamido]acetyl}pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: 1-{2-[2-(2-{6-amino-2-[2-(2-amino-5-carbamimidamidopentanamido)-5-carbamimidamidopentanamido]hexanamido}propanamido)-3-hydroxypropanamido]acetyl}pyrrolidine-2-carboxylic acid
• Synonyms: Histone-7; Cyclic-AMP dependent protein kinase substrate; ARG-ARG-LYS-ALA-SER-GLY-PRO; Arg-Arg-Lys-Ala-Ser-Gly-Pro-OH; HISTONE H1 PHOSPHORYLATION SITE

Database IDs

• CAS Number: 65189-70-0
• PubChem SID: 162090915
• PubChem CID: 22461943

CALCULATED PROPERTIES

• Acid pKa: 3.2170544
• H Acceptors: 17
• H Donor: 15
• LogD (pH = 5.5): -16.357357
• LogD (pH = 7.4): -14.254779
• Log P: -9.306031
• Molar Refractivity: 213.1844 cm^3
• Polarizability: 74.88589 Å^3
• Polar Surface Area: 399.18 Å^2
• Rotatable Bonds: 25
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 0°C

Product Information

• Purity: 98%

DETAILS

MP Biomedicals - 02153051

An enzyme substrate for cyclic AMP dependent protein kinase.

MP Biomedicals - 02159599

Substrate for protein kinase C. The phosphorylation site corresponds to Ser^38 in calf thymus histone H1.

REFERENCES

• Pomerantz, A.M., et al., Proc. Natl. Acad. Sci. USA, 74: 4261, (1977).