(4S)-4-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-(2-aminoacetamido)-3-hydroxypropanamido]-3-phenylpropanamido]-4-methylpentanamido]-3-methylbutanamido]-5-carbamimidamidopentanamido]-4-{[(1S)-1-carboxy-2-hydroxyethyl]carbamoyl}butanoic acid

• ChemBase ID: 153627
• Molecular Formular: C39H63N11O13
• Molecular Mass: 893.98342
• Monoisotopic Mass: 893.46068113
• SMILES: CC(C)C[C@@H](C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CO)C(=O)O)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CO)NC(=O)CN
• Canonical SMILES: NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)CO)CCC(=O)O)CCCNC(=N)N)C(C)C)CC(C)C)Cc1ccccc1)CO
• InChI: InChI=1S/C39H63N11O13/c1-20(2)15-25(47-34(58)26(16-22-9-6-5-7-10-22)48-36(60)27(18-51)44-29(53)17-40)35(59)50-31(21(3)4)37(61)46-23(11-8-14-43-39(41)42)32(56)45-24(12-13-30(54)55)33(57)49-28(19-52)38(62)63/h5-7,9-10,20-21,23-28,31,51-52H,8,11-19,40H2,1-4H3,(H,44,53)(H,45,56)(H,46,61)(H,47,58)(H,48,60)(H,49,57)(H,50,59)(H,54,55)(H,62,63)(H4,41,42,43)/t23-,24-,25-,26-,27-,28-,31-/m0/s1
• InChIKey: UPQQXTJRHPJGPF-PHXRGOOWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-(2-aminoacetamido)-3-hydroxypropanamido]-3-phenylpropanamido]-4-methylpentanamido]-3-methylbutanamido]-5-carbamimidamidopentanamido]-4-{[(1S)-1-carboxy-2-hydroxyethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: (4S)-4-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-(2-aminoacetamido)-3-hydroxypropanamido]-3-phenylpropanamido]-4-methylpentanamido]-3-methylbutanamido]-5-carbamimidamidopentanamido]-4-{[(1S)-1-carboxy-2-hydroxyethyl]carbamoyl}butanoic acid
• Synonyms: GSFLVRES; Tyrosine Phosphorylation Site Inhibitory Peptide

Database IDs

• MDL Number: MFCD00145058
• PubChem SID: 162247766
• PubChem CID: 71311705

CALCULATED PROPERTIES

• Acid pKa: 2.936802
• H Acceptors: 17
• H Donor: 15
• LogD (pH = 5.5): -8.371733
• LogD (pH = 7.4): -8.490593
• Log P: -8.371741
• Molar Refractivity: 231.677 cm^3
• Polarizability: 86.740974 Å^3
• Polar Surface Area: 406.68 Å^2
• Rotatable Bonds: 29
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble
• Apperance: lyophilized 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: ≥95% (HPLC)
• Compostion: Peptide content, ~80%
• Mol. Weight: calculated mol wt 893

DETAILS

Sigma Aldrich - T7070

Amino Acid Sequence
Gly-Ser-Phe-Leu-Val-Arg-Glu-Ser
Biochem/physiol Actions
Highly conserved amino acid sequence that is the minimum essential unit in the src homology region 2 (SH2) to recognize a phosphotyrosine site. Inhibits EGF receptor binding to SH2 of phospholipase Cγ1.