88377-68-8 Usage
Biological Activity
adrenorphin (metorphamide) is a potent inhibitor of nicotine-induced adrenaline and noradrenaline release with ic50 value of 10 μm [1].adrenorphin (metorphamide) is an endogenous, c-terminally amidated, opioid octapeptide (tyr-gly-gly-phe-met-arg-arg-val-nh2) that is produced from proteolytic cleavage of proenkephalin a and is widely distributed throughout the mammalian brain [2].adrenorphin (metorphamide) is selective nicotine-induced adrenaline and noradrenaline release inhibitor and has higher than 100-fold more potent than the reported nicotine-induced adrenaline and noradrenaline release inhibitor met5-enkephalin. when tested with bovine adrenal chromaffin cells, adrenorphin (metorphamide) showed inhibition on 5 μm nicotine-induced atp release by almost 50% at 5μm and the inhibition was not in a dose-dependent manner [1]. in bioassays and binding assays, metorphamide exhibited high μ-binding activity, as well as κ-binding activity with nearly half percent toμ-binding activity, while showed no activity on δ-binding [2].
references
[1]. marley, p.d., k.i. mitchelhill, and b.g. livett, metorphamide, a novel endogenous adrenal opioid peptide, inhibits nicotine-induced secretion from bovine adrenal chromaffin cells. brain res, 1986. 363(1): p. 10-7.[2]. weber, e., et al., metorphamide: isolation, structure, and biologic activity of an amidated opioid octapeptide from bovine brain. proc natl acad sci u s a, 1983. 80(23): p. 7362-6.
Check Digit Verification of cas no
The CAS Registry Mumber 88377-68-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,8,3,7 and 7 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 88377-68:
(7*8)+(6*8)+(5*3)+(4*7)+(3*7)+(2*6)+(1*8)=188
188 % 10 = 8
So 88377-68-8 is a valid CAS Registry Number.
InChI:InChI=1/C44H69N15O9S/c1-25(2)36(37(46)63)59-41(67)31(12-8-19-52-44(49)50)57-39(65)30(11-7-18-51-43(47)48)56-40(66)32(17-20-69-3)58-42(68)33(22-26-9-5-4-6-10-26)55-35(62)24-53-34(61)23-54-38(64)29(45)21-27-13-15-28(60)16-14-27/h4-6,9-10,13-16,25,29-33,36,60H,7-8,11-12,17-24,45H2,1-3H3,(H2,46,63)(H,53,61)(H,54,64)(H,55,62)(H,56,66)(H,57,65)(H,58,68)(H,59,67)(H4,47,48,51)(H4,49,50,52)/t29-,30-,31+,32-,33-,36-/m0/s1
88377-68-8Relevant articles and documents
Sustainable Peptide Synthesis Enabled by a Transient Protecting Group
Avrutina, Olga,Knauer, Sascha,Koch, Niklas,Kolmar, Harald,Meusinger, Reinhard,Uth, Christina
, p. 12984 - 12990 (2020)
The growing interest in synthetic peptides has prompted the development of viable methods for their sustainable production. Currently, large amounts of toxic solvents are required for peptide assembly from protected building blocks, and switching to water as a reaction medium remains a major hurdle in peptide chemistry. We report an aqueous solid-phase peptide synthesis strategy that is based on a water-compatible 2,7-disulfo-9-fluorenylmethoxycarbonyl (Smoc) protecting group. This approach enables peptide assembly under aqueous conditions, real-time monitoring of building block coupling, and efficient postsynthetic purification. The procedure for the synthesis of all natural and several non-natural Smoc-protected amino acids is described, as well as the assembly of 22 peptide sequences and the fundamental issues of SPPS, including the protecting group strategy, coupling and cleavage efficiency, stability under aqueous conditions, and crucial side reactions.
