FEBS Letters | |
A caged sperm‐activating peptide that has a photocleavable protecting group on the backbone amide | |
Darszon, Alberto2  Yumoto, Noboru1  Tatsu, Yoshiro1  Nishigaki, Takuya2  | |
[1] National Institute of Advanced Industrial Science and Technology (AIST), Midorigaoka, Ikeda 563-8577, Japan;Departamento Genética y Fisiologı́a Molecular, Instituto de Biotecnologı́a, Universidad Nacional Autónoma de México (UNAM), Cuernavaca, Morelos 62250, Mexico | |
关键词: Caged peptide; Speract; Backbone amide; Sperm; | |
DOI : 10.1016/S0014-5793(02)03000-4 | |
学科分类:生物化学/生物物理 | |
来源: John Wiley & Sons Ltd. | |
【 摘 要 】
A backbone-caged sperm-activating peptide (caged speract) that has a 2-nitrobenzyl group at a backbone amide and a vastly reduced affinity for its receptor (IC50=950 nM) was synthesized. UV irradiation of caged speract photocleaves the 2-nitrobenzyl group (τ 1/2=26 μs), restoring its affinity (IC50=0.67 nM) and ability to increase sperm intracellular pH and Ca2+, as intact speract. Backbone caging of the biological activity was more efficient than side chain caging, which adds a nitrobenzyl group on the peptide side chain. The backbone caging strategy described can be used as a general procedure to cage biologically active peptides, which have no side chain for introduction of a caging group.
【 授权许可】
Unknown
【 预 览 】
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RO201912020312065ZK.pdf | 128KB | download |