2002
DOI: 10.1016/s0006-291x(02)02624-4
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Isolation, identification, and synthesis of a disulfated sulfakinin from the central nervous system of an arthropods the white shrimp Litopenaeus vannamei

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Cited by 40 publications
(40 citation statements)
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“…86 Most commonly, Tyr sulfation is achieved by treatment with concentrated sulfuric acid in the cold [43][44][45][87][88][89] or with a complex of sulfur trioxide with either pyridine 38,80,84,[89][90][91][92] or DMF. 75,93,94 With concentrated sulfuric acid, control of reaction temperature and time are crucial to achieve quantitative sulfation and minimize sulfonation as a side reaction.…”
Section: Chemical Sulfation Of Peptidesmentioning
confidence: 99%
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“…86 Most commonly, Tyr sulfation is achieved by treatment with concentrated sulfuric acid in the cold [43][44][45][87][88][89] or with a complex of sulfur trioxide with either pyridine 38,80,84,[89][90][91][92] or DMF. 75,93,94 With concentrated sulfuric acid, control of reaction temperature and time are crucial to achieve quantitative sulfation and minimize sulfonation as a side reaction.…”
Section: Chemical Sulfation Of Peptidesmentioning
confidence: 99%
“…87 The undesired sulfation of these residues can sometimes be avoided by a segment synthesis strategy 89 ; however, the use of orthogonally removable protecting groups provides a more general approach to solving this problem. 44,45,75,90,93,94 For example, to achieve selective sulfation of specific Tyr residues in peptides synthesized by Fmocbased solid-phase chemistry, Futaki et al introduced the p-(methylsulphinyl)benzyl (Msib) group to protect the sidechains of Ser, Thr, and Tyr and the Msz group to protect the N-a-amino and e-amino groups. 75,94 The TFA-stable Msib and Msz groups are not removed during cleavage and deprotection of the peptide-resin.…”
Section: Chemical Sulfation Of Peptidesmentioning
confidence: 99%
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“…Given its minute size and the need to manually dissect a sufficient amount of starting material, the identification of even a single Daphnia neuropeptide via this strategy would surely have been daunting, as hundreds, and in some cases thousands, of central nervous systems (CNSs) were needed for the biochemical isolation and characterization of individual native peptides from much larger crustaceans (e.g. Torfs et al, 2002). Similarly, the de novo sequencing of peptide precursor protein and receptor genes/transcripts, as well as those encoding the biosynthetic enzymes, transporters and receptors involved in amine, diffusible gas and small molecule transmitter neurotransmission, is time consuming on an individual level, and to achieve full, or at least near complete, coverage for all signaling systems, would at best have been an expensive, labor-intensive, multi-year undertaking.…”
Section: Introductionmentioning
confidence: 99%