Cysteine-Rich Peptide Family with Unusual Disulfide Connectivity from Jasminum sambac,Journal of Natural Products

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Cysteine-Rich Peptide Family with Unusual Disulfide Connectivity from Jasminum sambac
Journal of Natural Products ( IF 3.3 ) Pub Date : 2015-11-10 00:00:00 , DOI: 10.1021/acs.jnatprod.5b00762
Geeta Kumari ₁ , Aida Serra ₁ , Joon Shin ₁ , Phuong Q. T. Nguyen ₁ , Siu Kwan Sze ₁ , Ho Sup Yoon ₁ , James P. Tam ₁

Affiliation

Cysteine-rich peptides (CRPs) are natural products with privileged peptidyl structures that represent a potentially rich source of bioactive compounds. Here, the discovery and characterization of a novel plant CRP family, jasmintides from Jasminum sambac of the Oleaceae family, are described. Two 27-amino acid jasmintides (jS1 and jS2) were identified at the gene and protein levels. Disulfide bond mapping of jS1 by mass spectrometry and its confirmation by NMR spectroscopy revealed disulfide bond connectivity of C-1–C-5, C-2–C-4, and C-3–C-6, a cystine motif that has not been reported in plant CRPs. Structural determination showed that jS1 displays a well-defined structure framed by three short antiparallel β-sheets. Genomic analysis showed that jasmintides share a three-domain precursor arrangement with a C-terminal mature domain preceded by a long pro-domain of 46 residues and an intron cleavage site between the signal sequence and pro-domain. The compact cysteine-rich structure together with an N-terminal pyroglutamic acid residue confers jasmintides high resistance to heat and enzymatic degradation, including exopeptidase treatment. Collectively, these results reveal a new plant CRP structure with an unusual cystine connectivity, which could be useful as a scaffold for designing peptide drugs.

中文翻译：

茉莉茉莉具有异常二硫键连接的半胱氨酸丰富的肽家族

富含半胱氨酸的肽（CRP）是具有特权肽基结构的天然产物，代表了潜在的生物活性化合物的丰富来源。在这里，发现并鉴定了一种新型植物CRP家族，来自茉莉花的茉莉花。描述了豆科的植物。在基因和蛋白质水平鉴定出两个27个氨基酸的茉莉（jS1和jS2）。质谱分析jS1的二硫键图谱，并通过NMR光谱法确认，揭示了C-1–C-5，C-2–C-4和C-3–C-6的二硫键连接性，这是一个没有形成的胱氨酸基序已在植物CRP中报告。结构确定表明，jS1显示由三个短的反平行β-折叠构成的结构明确的结构。基因组分析表明，茉莉共有3个域的前体结构，其C端成熟结构域前有46个残基的长亲结构域和信号序列与亲结构域之间的内含子切割位点。紧凑的富含半胱氨酸的结构与N端焦谷氨酸残基共同赋予茉莉抗热和酶促降解（包括外肽酶处理）的高抗性。总的来说，这些结果揭示了具有异常胱氨酸连接性的新的植物CRP结构，其可用作设计肽药物的支架。

更新日期：2015-11-10

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