Cbz-Thr(tBu)-Phe-Thr(tBu)-OH
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Cbz-Thr(tBu)-Phe-Thr(tBu)-OH

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Cbz-Thr(tBu)-Phe-Thr(tBu)-OH is a protected tripeptide used in peptide synthesis. The Cbz (Carbobenzyloxy) group protects the N-terminus of the threonine (Thr) residue, preventing it from reacting during synthesis. Both threonine residues have their side chain hydroxyl groups protected by tBu (tert-butyl) groups, which shield these groups from unwanted reactions until deprotection is desired. Phe (Phenylalanine), the central amino acid in the sequence, adds aromatic and hydrophobic properties to the peptide. The -OH at the C-terminus indicates a free carboxyl group, allowing for further peptide coupling. This compound is used to incorporate threonine and phenylalanine into peptides while maintaining control over the functional groups' reactivity through selective protection.

Category
Peptide Synthesis Reagents
Catalog number
BAT-016549
Molecular Formula
C33H47N3O8
Molecular Weight
613.75
Cbz-Thr(tBu)-Phe-Thr(tBu)-OH
Synonyms
TFT; N-N-((Benzyloxy)carbonyl)-O-(tert-butyl)-L-threonyl-L-phenylalanyl-O-(tert-butyl)-L-threonine; Z-Thr(tBu)-Phe-Thr(tBu)-OH; Cbz-Thr(OtBu)-Phe-Thr(OtBu)-OH
Purity
≥95%
Sequence
Cbz-Thr(tBu)-Phe-Thr(tBu)
InChI
InChI=1S/C33H47N3O8/c1-21(43-32(3,4)5)26(36-31(41)42-20-24-17-13-10-14-18-24)29(38)34-25(19-23-15-11-9-12-16-23)28(37)35-27(30(39)40)22(2)44-33(6,7)8/h9-18,21-22,25-27H,19-20H2,1-8H3,(H,34,38)(H,35,37)(H,36,41)(H,39,40)/t21-,22-,25+,26+,27+/m1/s1
InChI Key
BTZHASZWTOUPNO-VKCYZVJYSA-N
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