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L-3-苯丙氨酰基-亮氨酰-精氨酰-天冬酰胺-NH2(Antho-RNamide)的分离,一种含有不寻常氨基末端封闭基团的海葵神经肽。

Isolation of L-3-phenyllactyl-Leu-Arg-Asn-NH2 (Antho-RNamide), a sea anemone neuropeptide containing an unusual amino-terminal blocking group.

作者信息

Grimmelikhuijzen C J, Rinehart K L, Jacob E, Graff D, Reinscheid R K, Nothacker H P, Staley A L

机构信息

Center for Molecular Neurobiology, University of Hamburg, Federal Republic of Germany.

出版信息

Proc Natl Acad Sci U S A. 1990 Jul;87(14):5410-4. doi: 10.1073/pnas.87.14.5410.

DOI:10.1073/pnas.87.14.5410
PMID:1973541
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC54334/
Abstract

Using a radioimmunoassay for the carboxyl-terminal sequence Arg-Asn-NH2, we have purified a peptide from acetic acid extracts of the sea anemone Anthopleura elegantissima. By classical amino acid analyses, mass spectrometry, and 1H NMR spectroscopy, the structure of this peptide was determined as 3-phenyllactyl-Leu-Arg-Asn-NH2. By using reversed-phase HPLC and a chiral mobile phase, it was shown that the 3-phenyllactyl group had the L configuration. Immunocytochemical staining with antiserum against Arg-Asn-NH2 showed that L-3-phenyllactyl-Leu-Arg-Asn-NH2 (Antho-RNamide) was localized in neurons of sea anemones. The L-3-phenyllactyl group has not been found earlier in neuropeptides of vertebrates or higher invertebrates. We propose that this residue renders Antho-RNamide resistant to nonspecific aminopeptidases, thereby increasing the stability of the peptide after neuronal release.

摘要

利用针对羧基末端序列精氨酸-天冬酰胺-NH₂的放射免疫分析法,我们从海葵华丽列指海葵的乙酸提取物中纯化出一种肽。通过经典的氨基酸分析、质谱分析和¹H核磁共振光谱分析,确定该肽的结构为3-苯丙酰基-亮氨酸-精氨酸-天冬酰胺-NH₂。通过使用反相高效液相色谱法和手性流动相,结果表明3-苯丙酰基基团具有L构型。用抗精氨酸-天冬酰胺-NH₂抗血清进行免疫细胞化学染色显示,L-3-苯丙酰基-亮氨酸-精氨酸-天冬酰胺-NH₂(Antho-RNamide)定位于海葵的神经元中。在脊椎动物或高等无脊椎动物的神经肽中,此前尚未发现L-3-苯丙酰基基团。我们推测,该残基使Antho-RNamide对非特异性氨肽酶具有抗性,从而增加了该肽在神经元释放后的稳定性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c541/54334/231502a07201/pnas01039-0189-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c541/54334/07fedc863d6d/pnas01039-0187-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c541/54334/c38b914a992c/pnas01039-0188-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c541/54334/231502a07201/pnas01039-0189-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c541/54334/07fedc863d6d/pnas01039-0187-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c541/54334/c38b914a992c/pnas01039-0188-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c541/54334/231502a07201/pnas01039-0189-a.jpg

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N-acetylation regulates the behavioral activity of alpha-melanotropin in a multineurotransmitter neuron.N-乙酰化作用在多神经递质神经元中调节α-促黑素细胞激素的行为活性。
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Primary structure of the precursor for the sea anemone neuropeptide Antho-RFamide (less than Glu-Gly-Arg-Phe-NH2).海葵神经肽Antho-RFamide(少于Glu-Gly-Arg-Phe-NH2)前体的一级结构。
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