Cbz-Asp(OtBu)-Tyr(OtBu)-Ser(OtBu)-OMe
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Cbz-Asp(OtBu)-Tyr(OtBu)-Ser(OtBu)-OMe

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Cbz-Asp(OtBu)-Tyr(OtBu)-Ser(OtBu)-OMe is a protected tripeptide used in peptide synthesis. The Cbz (Carbobenzyloxy) group protects the N-terminus of the aspartic acid (Asp) residue, preventing it from participating in unwanted reactions. The side chains of aspartic acid, tyrosine (Tyr), and serine (Ser) are each protected by OtBu (tert-butyl) groups, which shield their carboxyl and hydroxyl groups from reactivity until selective deprotection is desired. Tyr contributes aromatic and hydrophobic properties to the peptide, while Ser adds additional functionality. The OMe (methyl ester) at the C-terminus indicates that the carboxyl group of serine is esterified, which can facilitate further chemical modifications or reactions. This compound is used to incorporate aspartic acid, tyrosine, and serine into peptides, with specific protections to ensure controlled synthesis and reactivity of functional groups.

Category
Peptide Synthesis Reagents
Catalog number
BAT-016555
Molecular Formula
C37H53N3O10
Molecular Weight
699.84
Cbz-Asp(OtBu)-Tyr(OtBu)-Ser(OtBu)-OMe
Synonyms
DYS; Cbz-Asp(tBu)-Tyr(tBu)-Ser(tBu)-OMe; Z-Asp(OtBu)-Tyr(OtBu)-Ser(OtBu)-OMe; Methyl (5S,8S,11S)-5-(2-(tert-butoxy)-2-oxoethyl)-8-(4-(tert-butoxy)benzyl)-11-(tert-butoxymethyl)-3,6,9-trioxo-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oate
Purity
≥95%
Sequence
Cbz-Asp(OtBu)-TyrOtBu)-Ser(OtBu)-OMe
InChI
InChI=1S/C37H53N3O10/c1-35(2,3)48-23-29(33(44)46-10)39-31(42)27(20-24-16-18-26(19-17-24)49-36(4,5)6)38-32(43)28(21-30(41)50-37(7,8)9)40-34(45)47-22-25-14-12-11-13-15-25/h11-19,27-29H,20-23H2,1-10H3,(H,38,43)(H,39,42)(H,40,45)/t27-,28-,29-/m0/s1
InChI Key
WFDXYOJEYAIXSM-AWCRTANDSA-N
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