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Tr-Trp(Tos)-OBzl, also known as Nα,Nε-bis(tosyl)-L-lysinyl-Nε-benzyloxycarbonyl-L-tryptophyl-L-lysine, is a complex peptide derivative that consists of three amino acids: tryptophan, lysine, and another lysine. The tryptophan residue is modified with a tosyl group, while the lysine residues are connected through an amide bond and bear a benzyloxycarbonyl (OBzl) protecting group on the ε-amino group. This specific chemical structure is often used in peptide synthesis as a building block, where the protecting groups are crucial for controlling the reactivity of the amino groups during the assembly process. The tosyl group can be removed under certain conditions to expose the amino group, allowing for further reactions, while the benzyloxycarbonyl group serves as a temporary protecting group that can be removed later in the synthesis to free the amino group for additional reactions.

83606-78-4

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83606-78-4 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 83606-78-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,3,6,0 and 6 respectively; the second part has 2 digits, 7 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 83606-78:
(7*8)+(6*3)+(5*6)+(4*0)+(3*6)+(2*7)+(1*8)=144
144 % 10 = 4
So 83606-78-4 is a valid CAS Registry Number.

83606-78-4Downstream Products

83606-78-4Relevant academic research and scientific papers

New Protecting Groups for the Indole Ring of Tryptophan in Peptide Synthesis: 2,4,6-Trimethoxybenzenesulfonyl and 4-Methoxy-2,3,6-trimethylbenzenesulfonyl Groups

Fukuda, Tsunehiko,Wakimasu, Mitsuhiro,Kobayashi, Shigeru,Fujino, Masahiko

, p. 2825 - 2835 (2007/10/02)

Five substituted benzenesulfonyl groups, p-toluenesulfonyl, p-methoxybenzenesulfonyl, 2,4-dimethoxybenzenesulfonyl, 2,4,6-trimethoxybenzenesulfonyl, and 4-methoxy-2,3,6-trimethylbenzenesulfonyl, were introduced at Nin of tryptophan and their protecting group properties were investigated.Among them, 2,4,6-trimethoxybenzenesulfonyl and 4-methoxy-2,3,6-trimethylbenzenesulfonyl are stable to trifluoroacetic acid, but can be readily removed by hydrogen fluoride or methanesulfonic acid, and suppress decomposition and modification of the tryptophan residue during peptide synthesis.These protecting groups were successfully used in syntheses of bombesin, a potent analog of luteinizing hormone-releasing hormone by the solution method and dynorphin by the solid-phase method.Keywords-peptide synthesis; tryptophan; protecting group; 2,4,6-trimethoxybenzenesulfonyl group; 4-methoxy-2,3,6-trimethylbenzenesulfonyl group

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