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Merck
CN

SML0299

Sigma-Aldrich

Biphalin trifluoroacetate salt

≥97% (HPLC)

别名:

1,2-Bis(L-Tyr-D-Ala-Gly-L-Phe-)hydrazine, L-Tyrosyl-D-alanylglycyl-L-phenylalanine 2-(L-tyrosyl-D-alanylglycyl-L-phenylalanyl)hydrazide

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关于此项目

经验公式（希尔记法）:
C46H56N10O10 · xC2HF3O2
化学文摘社编号:
126872-95-5
分子量:
909.00 (free base basis)
MDL编号:
MFCD23380198
UNSPSC代码:
12352200
PubChem化学物质编号:
329825305
NACRES:
NA.77

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质量水平

100

方案

≥97% (HPLC)

表单

lyophilized solid

颜色

white to beige

运输

wet ice

储存温度

−20°C

SMILES字符串

OC(=O)C(F)(F)F.C[C@@H](NC(=O)[C@@H](N)Cc1ccc(O)cc1)C(=O)NCC(=O)N[C@@H](Cc2ccccc2)C(=O)NNC(=O)[C@H](Cc3ccccc3)NC(=O)CNC(=O)[C@@H](C)NC(=O)[C@@H](N)Cc4ccc(O)cc4

InChI

1S/C46H56N10O10.C2HF3O2/c1-27(51-43(63)35(47)21-31-13-17-33(57)18-14-31)41(61)49-25-39(59)53-37(23-29-9-5-3-6-10-29)45(65)55-56-46(66)38(24-30-11-7-4-8-12-30)54-40(60)26-50-42(62)28(2)52-44(64)36(48)22-32-15-19-34(58)20-16-32;3-2(4,5)1(6)7/h3-20,27-28,35-38,57-58H,21-26,47-48H2,1-2H3,(H,49,61)(H,50,62)(H,51,63)(H,52,64)(H,53,59)(H,54,60)(H,55,65)(H,56,66);(H,6,7)/t27-,28-,35+,36+,37+,38+;/m1./s1

InChI key

KNKVMVJCRGCBFW-GJLSYRFBSA-N

相关类别

Amino Acid Sequence

(Tyr-DAla-Gly-Phe-NH)2

生化/生理作用

Biphalin is a dimeric enkephalin that is a potent and non-selective opioid receptors (OR) agonist. It displays a high analgesic potency that is over 1000-fold greater than morphine. Studies show that biphalin exhibits neuroprotective effects in rat models of stroke.
Biphalin is a potent and non-selective opioid receptors (OR) agonist that displays neuroprotective effects in rat models of stroke.
Biphalin trifluoroacetate salt, a highly active synthetic octapeptide, is an analog of biphalin. It displays a strong affinity in the nanomolar range for the receptors μ and δ.

特点和优势

This compound is featured on the Opioid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
042M4747V

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Adriano Mollica et al.
Journal of medicinal chemistry, 56(8), 3419-3423 (2013-04-04)
Natural residues of the dimeric opioid peptide Biphalin were replaced by the corresponding homo-β(3) amino acids. The derivative 1 containing hβ(3) Phe in place of Phe showed good μ- and δ-receptor affinities (Ki(δ) = 0.72 nM; Ki(μ) = 1.1 nM)
Adriano Mollica et al.
Amino acids, 40(5), 1503-1511 (2010-10-07)
We report the synthesis and the biological evaluation of two new analogues of the potent dimeric opioid peptide biphalin. The performed modification is based on the replacement of two key structural elements of the native biphalin, namely: the hydrazine bridge

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