2-[2-({1-[1-(2-amino-5-carbamimidamidopentanoyl)pyrrolidine-2-carbonyl]pyrrolidin-2-yl}formamido)acetamido]-3-phenylpropanoic acid

• ChemBase编号: 103766
• 分子式: C27H40N8O6
• 平均质量: 572.6565
• 单一同位素质量: 572.30708104
• SMILES: NC(CCCNC(=N)N)C(=O)N1CCCC1C(=O)N1CCCC1C(=O)NCC(=O)NC(Cc1ccccc1)C(=O)O
• Canonical SMILES: O=C(NC(C(=O)O)Cc1ccccc1)CNC(=O)C1CCCN1C(=O)C1CCCN1C(=O)C(CCCNC(=N)N)N
• InChI: InChI=1S/C27H40N8O6/c28-18(9-4-12-31-27(29)30)24(38)35-14-6-11-21(35)25(39)34-13-5-10-20(34)23(37)32-16-22(36)33-19(26(40)41)15-17-7-2-1-3-8-17/h1-3,7-8,18-21H,4-6,9-16,28H2,(H,32,37)(H,33,36)(H,40,41)(H4,29,30,31)
• InChIKey: USSUMSBPLJWFSZ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-[2-({1-[1-(2-amino-5-carbamimidamidopentanoyl)pyrrolidine-2-carbonyl]pyrrolidin-2-yl}formamido)acetamido]-3-phenylpropanoic acid
• IUPAC传统名: 2-[2-({1-[1-(2-amino-5-carbamimidamidopentanoyl)pyrrolidine-2-carbonyl]pyrrolidin-2-yl}formamido)acetamido]-3-phenylpropanoic acid
• 别名: Bradykinin Fragment 1-5; Arg-Pro-Pro-Gly-Phe; BRADYKININ, Fragment 1-5

登记号

• CAS号: 23815-89-6
• MDL号: MFCD00076260
• PubChem SID: 162102910; 24891591
• PubChem CID: 4278577

理论计算性质

• Acid pKa: 3.3206964
• 质子受体: 10
• 质子供体: 7
• LogD (pH = 5.5): -5.8470497
• LogD (pH = 7.4): -4.165865
• Log P: -3.654658
• 摩尔折射率: 158.616 cm^3
• 极化性: 57.549 Å^3
• 极化表面积: 224.04 Å^2
• 可自由旋转的化学键: 13
• 里宾斯基五规则: false

分子性质

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

药理学性质

• 相关基因信息: human ... KNG1 (includes EG:3827)(3827)

产品相关信息

• 纯度: ≥97% (HPLC)

详细说明

Sigma Aldrich - B1401

Amino Acid Sequence
Arg-Pro-Pro-Gly-Phe
Biochem/physiol Actions
The bradykinin (BK) fragment (1-5) (RPPGF) is among the most stable of naturally occurring metabolites. It may be used as a marker for BK production in vivo. It is known that an intact Arg residue in the C-terminus is required for biological activities. BK 1-5 is the minimal peptide that inhibited α-thrombin-induced platelet aggregation and secretion and calcium mobilization. It also prevented α-thrombin from cleaving the thrombin receptor peptide, NATLDPRSFLLR, between arginine and serine. Such antithrombin activities of BK 1-5 may contribute to the cardioprotective nature of kinins.