2-[2-(6-amino-2-{2-[2-(2-{2-[(1-{2-[6-amino-2-(2-amino-4-carbamoylbutanamido)hexanamido]-5-carbamimidamidopentanoyl}pyrrolidin-2-yl)formamido]-3-hydroxypropanamido}-4-carbamoylbutanamido)-5-carbamimidamidopentanamido]-3-hydroxypropanamido}hexanamido)-3-(4-hydroxyphenyl)propanamido]-4-methylpentanoic acid

• ChemBase ID: 105279
• Molecular Formular: C60H103N21O17
• Molecular Mass: 1390.59032
• Monoisotopic Mass: 1389.78408094
• SMILES: CC(C)CC(NC(=O)C(Cc1ccc(O)cc1)NC(=O)C(CCCCN)NC(=O)C(CO)NC(=O)C(CCCNC(=N)N)NC(=O)C(CCC(=O)N)NC(=O)C(CO)NC(=O)C1CCCN1C(=O)C(CCCNC(=N)N)NC(=O)C(CCCCN)NC(=O)C(N)CCC(=O)N)C(=O)O
• Canonical SMILES: NCCCCC(C(=O)NC(C(=O)NC(C(=O)O)CC(C)C)Cc1ccc(cc1)O)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C1CCCN1C(=O)C(NC(=O)C(NC(=O)C(CCC(=O)N)N)CCCCN)CCCNC(=N)N)CO)CCC(=O)N)CCCNC(=N)N)CO
• InChI: InChI=1S/C60H103N21O17/c1-32(2)28-42(58(97)98)78-53(92)41(29-33-15-17-34(84)18-16-33)77-50(89)37(11-4-6-24-62)74-54(93)43(30-82)79-51(90)38(12-7-25-70-59(66)67)73-52(91)39(20-22-47(65)86)75-55(94)44(31-83)80-56(95)45-14-9-27-81(45)57(96)40(13-8-26-71-60(68)69)76-49(88)36(10-3-5-23-61)72-48(87)35(63)19-21-46(64)85/h15-18,32,35-45,82-84H,3-14,19-31,61-63H2,1-2H3,(H2,64,85)(H2,65,86)(H,72,87)(H,73,91)(H,74,93)(H,75,94)(H,76,88)(H,77,89)(H,78,92)(H,79,90)(H,80,95)(H,97,98)(H4,66,67,70)(H4,68,69,71)
• InChIKey: KISWVXRQTGLFGD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(6-amino-2-{2-[2-(2-{2-[(1-{2-[6-amino-2-(2-amino-4-carbamoylbutanamido)hexanamido]-5-carbamimidamidopentanoyl}pyrrolidin-2-yl)formamido]-3-hydroxypropanamido}-4-carbamoylbutanamido)-5-carbamimidamidopentanamido]-3-hydroxypropanamido}hexanamido)-3-(4-hydroxyphenyl)propanamido]-4-methylpentanoic acid
• IUPAC Traditional name: 2-[2-(6-amino-2-{2-[2-(2-{2-[(1-{2-[6-amino-2-(2-amino-4-carbamoylbutanamido)hexanamido]-5-carbamimidamidopentanoyl}pyrrolidin-2-yl)formamido]-3-hydroxypropanamido}-4-carbamoylbutanamido)-5-carbamimidamidopentanamido]-3-hydroxypropanamido}hexanamido)-3-(4-hydroxyphenyl)propanamido]-4-methylpentanoic acid
• Synonyms: Myelin Basic Protein Fragment 4-14; MYELIN BASIC PROTEIN, Fragment 4-14

Database IDs

• CAS Number: 126768-94-3
• MDL Number: MFCD00133371
• PubChem SID: 162092302; 24897130
• PubChem CID: 4670741

CALCULATED PROPERTIES

• Acid pKa: 3.4431422
• H Acceptors: 26
• H Donor: 24
• LogD (pH = 5.5): -22.004856
• LogD (pH = 7.4): -19.464548
• Log P: -13.460335
• Molar Refractivity: 371.2225 cm^3
• Polarizability: 136.99521 Å^3
• Polar Surface Area: 668.24 Å^2
• Rotatable Bonds: 48
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

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

Pharmacology Properties

• Gene Information: mouse ... Mbp(17196)

Product Information

• Purity: ≥95% (HPLC)
• Compostion: Peptide content, ≥65%

DETAILS

MP Biomedicals - 02159627

Gln-Lys-Arg-Pro-Ser-Gln-Arg-Ser-Lys-Tyr-Leu
Reported to be the most specific substrate for protein kinase C.

Sigma Aldrich - M6913

Amino Acid Sequence
Gln-Lys-Arg-Pro-Ser-Gln-Arg-Ser-Lys-Tyr-Leu
Substrates
Protein kinase C substrate

REFERENCES

• Yasuda, I., et al., Biochem. Biophys. Res. Comm., 166: 1220 (1990).