(4S)-4-{[(1S)-1-({[({[(1S)-1-[({[(1S)-1-{[(2S)-1-[(2S)-2-[(2S)-2-[({[(1S)-1-{[(1S)-1-{[(1S)-5-amino-1-{[(2S)-1-[(2S)-2-{[(1S)-5-amino-1-{[(1S)-4-carbamimidamido-1-{[(1S)-1-{[(1S)-1-carboxy-2-(4-hydroxyphenyl)ethyl]carbamoyl}-3-methylbutyl]carbamoyl}butyl]carbamoyl}pentyl]carbamoyl}pyrrolidin-1-yl]-3-carboxy-1-oxopropan-2-yl]carbamoyl}pentyl]carbamoyl}-2-phenylethyl]carbamoyl}-2-(1H-imidazol-4-yl)ethyl]carbamoyl}methyl)carbamoyl]pyrrolidine-1-carbonyl]pyrrolidin-1-yl]-1-oxo-3-phenylpropan-2-yl]carbamoyl}ethyl]carbamoyl}methyl)carbamoyl]-2-hydroxyethyl]carbamoyl}methyl)carbamoyl]methyl}carbamoyl)-2-carboxyethyl]carbamoyl}-4-{[(2S)-1-[(2S)-4-methyl-2-[(2S)-2-[(2S)-pyrrolidin-2-ylformamido]propanamido]pentanoyl]pyrrolidin-2-yl]formamido}butanoic acid

• ChemBase ID: 132059
• Molecular Formular: C118H173N31O33
• Molecular Mass: 2553.82412
• Monoisotopic Mass: 2552.28120715
• SMILES: C[C@@H](C(=O)N[C@@H](Cc1ccccc1)C(=O)N1CCC[C@H]1C(=O)N1CCC[C@H]1C(=O)NCC(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(=O)O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1ccc(cc1)O)C(=O)O)NC(=O)CNC(=O)[C@H](CO)NC(=O)CNC(=O)CNC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)[C@@H]1CCCN1
• Canonical SMILES: NCCCC[C@@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)Cc1ccc(cc1)O)CC(C)C)CCCNC(=N)N)CCCCN)CC(=O)O)NC(=O)[C@@H](NC(=O)[C@H](Cc1nc[nH]c1)NC(=O)CNC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)[C@@H](NC(=O)CNC(=O)CNC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H]1CCCN1)C)CC(C)C)CCC(=O)O)CC(=O)O)CO)C)Cc1ccccc1)Cc1ccccc1
• InChI: InChI=1S/C118H173N31O33/c1-64(2)49-78(107(171)145-85(117(181)182)53-70-35-37-72(151)38-36-70)139-104(168)76(30-18-44-125-118(121)122)135-103(167)75(28-14-16-42-120)137-111(175)88-32-21-46-147(88)115(179)84(56-97(160)161)144-105(169)74(27-13-15-41-119)136-108(172)79(51-68-23-9-7-10-24-68)140-109(173)80(54-71-57-123-63-130-71)133-94(155)61-129-110(174)87-31-19-47-148(87)116(180)90-34-22-48-149(90)114(178)83(52-69-25-11-8-12-26-69)143-98(162)66(5)131-92(153)60-128-101(165)86(62-150)134-93(154)59-126-91(152)58-127-100(164)81(55-96(158)159)141-106(170)77(39-40-95(156)157)138-112(176)89-33-20-45-146(89)113(177)82(50-65(3)4)142-99(163)67(6)132-102(166)73-29-17-43-124-73/h7-12,23-26,35-38,57,63-67,73-90,124,150-151H,13-22,27-34,39-56,58-62,119-120H2,1-6H3,(H,123,130)(H,126,152)(H,127,164)(H,128,165)(H,129,174)(H,131,153)(H,132,166)(H,133,155)(H,134,154)(H,135,167)(H,136,172)(H,137,175)(H,138,176)(H,139,168)(H,140,173)(H,141,170)(H,142,163)(H,143,162)(H,144,169)(H,145,171)(H,156,157)(H,158,159)(H,160,161)(H,181,182)(H4,121,122,125)/t66-,67-,73-,74-,75-,76-,77-,78-,79-,80-,81-,82-,83-,84-,85-,86-,87-,88-,89-,90-/m0/s1
• InChIKey: YSFTYXKQUONNFY-NQXPEFQPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-{[(1S)-1-({[({[(1S)-1-[({[(1S)-1-{[(2S)-1-[(2S)-2-[(2S)-2-[({[(1S)-1-{[(1S)-1-{[(1S)-5-amino-1-{[(2S)-1-[(2S)-2-{[(1S)-5-amino-1-{[(1S)-4-carbamimidamido-1-{[(1S)-1-{[(1S)-1-carboxy-2-(4-hydroxyphenyl)ethyl]carbamoyl}-3-methylbutyl]carbamoyl}butyl]carbamoyl}pentyl]carbamoyl}pyrrolidin-1-yl]-3-carboxy-1-oxopropan-2-yl]carbamoyl}pentyl]carbamoyl}-2-phenylethyl]carbamoyl}-2-(1H-imidazol-4-yl)ethyl]carbamoyl}methyl)carbamoyl]pyrrolidine-1-carbonyl]pyrrolidin-1-yl]-1-oxo-3-phenylpropan-2-yl]carbamoyl}ethyl]carbamoyl}methyl)carbamoyl]-2-hydroxyethyl]carbamoyl}methyl)carbamoyl]methyl}carbamoyl)-2-carboxyethyl]carbamoyl}-4-{[(2S)-1-[(2S)-4-methyl-2-[(2S)-2-[(2S)-pyrrolidin-2-ylformamido]propanamido]pentanoyl]pyrrolidin-2-yl]formamido}butanoic acid
• IUPAC Traditional name: (4S)-4-{[(1S)-1-({[({[(1S)-1-[({[(1S)-1-{[(2S)-1-[(2S)-2-[(2S)-2-[({[(1S)-1-{[(1S)-1-{[(1S)-5-amino-1-{[(2S)-1-[(2S)-2-{[(1S)-5-amino-1-{[(1S)-4-carbamimidamido-1-{[(1S)-1-{[(1S)-1-carboxy-2-(4-hydroxyphenyl)ethyl]carbamoyl}-3-methylbutyl]carbamoyl}butyl]carbamoyl}pentyl]carbamoyl}pyrrolidin-1-yl]-3-carboxy-1-oxopropan-2-yl]carbamoyl}pentyl]carbamoyl}-2-phenylethyl]carbamoyl}-2-(1H-imidazol-4-yl)ethyl]carbamoyl}methyl)carbamoyl]pyrrolidine-1-carbonyl]pyrrolidin-1-yl]-1-oxo-3-phenylpropan-2-yl]carbamoyl}ethyl]carbamoyl}methyl)carbamoyl]-2-hydroxyethyl]carbamoyl}methyl)carbamoyl]methyl}carbamoyl)-2-carboxyethyl]carbamoyl}-4-{[(2S)-1-[(2S)-4-methyl-2-[(2S)-2-[(2S)-pyrrolidin-2-ylformamido]propanamido]pentanoyl]pyrrolidin-2-yl]formamido}butanoic acid
• Synonyms: FGF2; Fibroblast Growth Factor Basic Fragment 1-24 bovine

Database IDs

• CAS Number: 62031-54-3
• MDL Number: MFCD00133317
• PubChem SID: 162226336
• PubChem CID: 71308511

CALCULATED PROPERTIES

• Acid pKa: 2.8692336
• H Acceptors: 40
• H Donor: 32
• LogD (pH = 5.5): -19.394316
• LogD (pH = 7.4): -19.383373
• Log P: -19.381031
• Molar Refractivity: 651.3215 cm^3
• Polarizability: 250.47931 Å^3
• Polar Surface Area: 978.45 Å^2
• Rotatable Bonds: 75
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• RTECS: LK3641300
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - F5895

Application
Antibodies to FGF2 fragment 1-24 have been used for the immunohistochemical localization of FGF2 in various tissues.
Quality
HPLC shows two peaks which are believed to be different conformations of the same peptide.