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SML0299 Sigma-Aldrich

Biphalin trifluoroacetate salt

≥97% (HPLC)

Synonym: 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

  • CAS Number 126872-95-5

  • Empirical Formula (Hill Notation) C46H56N10O10 · xC2HF3O2

  • Molecular Weight 909.00 (free base basis)

  •  MDL number MFCD23380198

  •  PubChem Substance ID 329825305

  •  NACRES NA.77

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Properties

Related Categories B, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience,
assay   ≥97% (HPLC)
form   lyophilized solid
color   white to beige
shipped in   wet ice
storage temp.   −20°C
SMILES string   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

Description

Amino Acid Sequence

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

Packaging

1 mg in glass bottle

Biochem/physiol Actions

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.

Features and Benefits

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.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Opioid Receptors

Opioid receptors are distributed widely in brain and found in spinal cord and peripheral sensory and autonomic nerves. There are three well-characterized members of the opioid receptor family, design...
Keywords: Analgesics, Atomic absorption spectroscopy, Gastrointestinal, Gene expression, Ligands, Respiratory, Transduction

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