(2S)-2-{2-[(1S,2S)-1-{[(1R)-1-{[(1S)-1-{[(4S,7S)-7-{2-[(2S)-2-amino-4-methylpentanamido]acetamido}-2,9-dimethyl-5,6-dioxodecan-4-yl]carbamoyl}-2-methylpropyl]carbamoyl}ethyl]carbamoyl}-2-methylbutyl]hydrazin-1-yl}-3-methylbutanoic acid; trifluoroacetic acid

• ChemBase编号: 154637
• 分子式: C41H73F3N8O11
• 平均质量: 911.0605296
• 单一同位素质量: 910.53508986
• SMILES: CC[C@H](C)[C@@H](C(=O)N[C@H](C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(C)C)C(=O)C(=O)[C@H](CC(C)C)NC(=O)CNC(=O)[C@H](CC(C)C)N)NN[C@@H](C(C)C)C(=O)O.C(=O)(C(F)(F)F)O
• Canonical SMILES: OC(=O)C(F)(F)F.CC[C@@H]([C@@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)C(=O)[C@@H](NC(=O)CNC(=O)[C@H](CC(C)C)N)CC(C)C)CC(C)C)C(C)C)C)NN[C@H](C(=O)O)C(C)C)C
• InChI: InChI=1S/C39H72N8O9.C2HF3O2/c1-14-24(12)32(47-46-31(23(10)11)39(55)56)38(54)42-25(13)35(51)45-30(22(8)9)37(53)44-28(17-21(6)7)34(50)33(49)27(16-20(4)5)43-29(48)18-41-36(52)26(40)15-19(2)3;3-2(4,5)1(6)7/h19-28,30-32,46-47H,14-18,40H2,1-13H3,(H,41,52)(H,42,54)(H,43,48)(H,44,53)(H,45,51)(H,55,56);(H,6,7)/t24-,25+,26-,27-,28-,30-,31-,32-;/m0./s1
• InChIKey: YOPDKLRUJCDCMP-AFAMYAHFSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-{2-[(1S,2S)-1-{[(1R)-1-{[(1S)-1-{[(4S,7S)-7-{2-[(2S)-2-amino-4-methylpentanamido]acetamido}-2,9-dimethyl-5,6-dioxodecan-4-yl]carbamoyl}-2-methylpropyl]carbamoyl}ethyl]carbamoyl}-2-methylbutyl]hydrazin-1-yl}-3-methylbutanoic acid; trifluoroacetic acid
• IUPAC传统名: (2S)-2-{2-[(1S,2S)-1-{[(1R)-1-{[(1S)-1-{[(4S,7S)-7-{2-[(2S)-2-amino-4-methylpentanamido]acetamido}-2,9-dimethyl-5,6-dioxodecan-4-yl]carbamoyl}-2-methylpropyl]carbamoyl}ethyl]carbamoyl}-2-methylbutyl]hydrazin-1-yl}-3-methylbutanoic acid; trifluoroacetic acid
• 别名: LGLLVAIV trifluoroacetate salt; Leu-Gly-Leu-Leu-Val-Ala-Ile-Val trifluoroacetate salt; γ6 TM1a trifluoroacetate salt

登记号

• CAS号: 1163243-88-6
• MDL号: MFCD17215947
• PubChem SID: 162248775
• PubChem CID: 71311921

理论计算性质

• LogD (pH = 5.5): 0.90312046
• LogD (pH = 7.4): 0.9954763
• Log P: 1.0753012
• 摩尔折射率: 231.7326 cm^3
• 极化性: 83.73928 Å^3
• 极化表面积: 267.02 Å^2
• 可自由旋转的化学键: 28
• 里宾斯基五规则: false
• Acid pKa: 5.393284
• 质子受体: 12
• 质子供体: 9

分子性质

理化性质

• 溶解度: H2O: >1 mg/mL
• 外观: lyophilized powder

安全信息

• 德国WGK号: 3
• 保存温度: -20°C

产品相关信息

• 纯度: ≥95% (HPLC)
• Empirical Formula (Hill Notation): C39H72N8O9 · xC2HF3O2

详细说明

Sigma Aldrich - T2955

Amino Acid Sequence
Leu-Gly-Leu-Leu-Val-Ala-Ile-Val
Biochem/physiol Actions
The calcium channel γ family is a subgroup of the tetraspanin proteins. There are the eight γ subunits that have been identified to date. Among these γ1 subunit acts as an endogenous antagonist of the skeletal HVA calcium current, and γ6 inhibits the low voltage-activated (LVA) Cav3.1 calcium current. A GxxxA motif in the first transmembrane domain (TM1) of γ6 was identified as critical for inhibiting the Cav3.1 current. γ6 TM1a is an octapeptide contains residues 41 through 48 of the native γ6 protein. The peptide inhibits the Cav3.1 calcium current in a dose-dependent manner. The reduction of channel current is mostly due to the inhibition of both resting and inactivated channels relatively independent of membrane potential. Thus γ6 TM1might function as a pore blocker. Also γ6 TM1a peptide inhibits Cav1.2 current with reduced efficacy. The γ6 TM1a peptide has the potential of being further developed as a novel therapeutic agent targeting Cav3.1 and possibly Cav1.2 calcium current.