Cbz-Ser(tBu)-Ser(tBu)-Gly-OMe
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Cbz-Ser(tBu)-Ser(tBu)-Gly-OMe

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Cbz-Ser(tBu)-Ser(tBu)-Gly-OMe is a protected tripeptide used in peptide synthesis. The Cbz (Carbobenzyloxy) group protects the N-terminus of the serine (Ser) residue, preventing it from reacting during synthesis. The hydroxyl groups on both serine residues are protected by tBu (tert-butyl) groups, which shield these groups from reactivity until they are selectively deprotected. Gly (Glycine), the final amino acid in the sequence, is the smallest and most flexible amino acid, with the OMe (methyl ester) at the C-terminus indicating that the carboxyl group of glycine is esterified. This esterification is useful for controlling reactivity or facilitating further modifications. This compound is used to introduce serine and glycine into peptides while maintaining precise control over functional group reactivity through selective protection.

Category
Peptide Synthesis Reagents
Catalog number
BAT-016552
Molecular Formula
C25H39N3O8
Molecular Weight
509.60
Cbz-Ser(tBu)-Ser(tBu)-Gly-OMe
Synonyms
SSG; Methyl N-(N-((benzyloxy)carbonyl)-O-(tert-butyl)-L-seryl)-O-(tert-butyl)-L-serylglycinate; Z-Ser(tBu)-Ser(tBu)-Gly-OMe; Cbz-Ser(OtBu)-Ser(OtBu)-Gly-OMe
Purity
≥95%
Sequence
Cbz-Ser(tBu)-Ser(tBu)-Gly-OMe
InChI
InChI=1S/C25H39N3O8/c1-24(2,3)35-15-18(21(30)26-13-20(29)33-7)27-22(31)19(16-36-25(4,5)6)28-23(32)34-14-17-11-9-8-10-12-17/h8-12,18-19H,13-16H2,1-7H3,(H,26,30)(H,27,31)(H,28,32)/t18-,19-/m0/s1
InChI Key
JGKPEQQEUBGPTJ-OALUTQOASA-N
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