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

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Cbz-Thr(tBu)-Phe-OH is a protected dipeptide used in peptide synthesis. The Cbz (Carbobenzyloxy) group protects the N-terminus of the threonine residue, preventing reactions at this site during synthesis. The Thr (Threonine) residue is further protected at its hydroxyl side chain by a tBu (tert-butyl) group, ensuring the hydroxyl group remains unreactive until deprotection is desired. Phe (Phenylalanine) is the second amino acid, contributing aromatic character to the peptide. The -OH at the C-terminus signifies a free carboxyl group, which can participate in peptide bond formation. This compound is used to introduce threonine and phenylalanine into peptides with specific protective measures for controlled and selective synthesis.

Category
Peptide Synthesis Reagents
Catalog number
BAT-016533
CAS number
47732-07-0
Molecular Formula
C25H32N2O6
Molecular Weight
456.54
Cbz-Thr(tBu)-Phe-OH
IUPAC Name
(2S)-2-[[(2S,3R)-3-[(2-methylpropan-2-yl)oxy]-2-(phenylmethoxycarbonylamino)butanoyl]amino]-3-phenylpropanoic acid
Synonyms
N-((Benzyloxy)carbonyl)-O-(tert-butyl)-L-threonyl-L-phenylalanine; Z-Thr(tBu)-Phe-OH; N-Benzoxycarbonyl-O3-tert-butyl-L-threonyl-L-phenylalanine; TF; L-Phenylalanine, N-[O-(1,1-dimethylethyl)-N-[(phenylmethoxy)carbonyl]-L-threonyl]-
Purity
≥95%
Density
1.186±0.06 g/cm3
Boiling Point
678.4±55.0 °C at 760 mmHg
Sequence
Cbz-Thr(tBu)-Phe
InChI
InChI=1S/C25H32N2O6/c1-17(33-25(2,3)4)21(27-24(31)32-16-19-13-9-6-10-14-19)22(28)26-20(23(29)30)15-18-11-7-5-8-12-18/h5-14,17,20-21H,15-16H2,1-4H3,(H,26,28)(H,27,31)(H,29,30)/t17-,20+,21+/m1/s1
InChI Key
BIEQAQRKBMUTGZ-QMMLZNLJSA-N
Canonical SMILES
O=C(OCC=1C=CC=CC1)NC(C(=O)NC(C(=O)O)CC=2C=CC=CC2)C(OC(C)(C)C)C
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