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CAS 100929-53-1

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(D-ala2,N-me-phe4,gly5-ol)-enkephalin*acetate

Description:
(D-ala2,N-me-phe4,gly5-ol)-enkephalin acetate, commonly referred to as a synthetic opioid peptide, is a modified form of the naturally occurring enkephalins, which are involved in pain modulation and neurotransmission. This compound features specific amino acid substitutions that enhance its stability and potency compared to its natural counterparts. The presence of D-alanine at the second position and N-methyl phenylalanine at the fourth position contributes to its resistance to enzymatic degradation, making it more effective in therapeutic applications. The glycine at the fifth position, along with the hydroxyl group, further modifies its interaction with opioid receptors, particularly the mu-opioid receptor, which is crucial for its analgesic properties. The acetate salt form aids in solubility and stability, facilitating its use in research and potential clinical applications. Overall, this compound exemplifies the design of peptide analogs aimed at improving the efficacy and safety profile of opioid-based therapies.
Formula:C28H39N5O8
InChI:InChI=1/C26H35N5O6.C2H4O2/c1-17(30-25(36)21(27)14-19-8-10-20(33)11-9-19)24(35)29-16-23(34)31(2)22(26(37)28-12-13-32)15-18-6-4-3-5-7-18;1-2(3)4/h3-11,17,21-22,32-33H,12-16,27H2,1-2H3,(H,28,37)(H,29,35)(H,30,36);1H3,(H,3,4)/t17-,21+,22+;/m1./s1
Synonyms:
  • (D-Ala2,N-Me-Phe4,glycinol5)-Enkephalin
  • H-Tyr-D-Ala-Gly-N-Me-Phe-glycinol
  • L-tyrosyl-D-alanylglycyl-N-(2-hydroxyethyl)-Nalpha-methyl-L-phenylalaninamide acetate (salt)
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