Boc-D-Tyr(OtBu)-Aib-OH
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Boc-D-Tyr(OtBu)-Aib-OH

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Boc-D-Tyr(OtBu)-Aib-OH is a protected dipeptide used in peptide synthesis. The Boc (tert-Butoxycarbonyl) group protects the N-terminus of the D-tyrosine (D-Tyr) residue, preventing unwanted reactions during synthesis. The hydroxyl group on the D-tyrosine side chain is protected by an OtBu (tert-butyl) group, safeguarding it from reactivity until selective deprotection is desired. Aib (α-aminoisobutyric acid) is the second amino acid in the sequence, a non-natural amino acid known for inducing helical structures in peptides. The -OH at the C-terminus indicates a free carboxyl group, allowing for further peptide coupling. This compound is utilized to introduce D-tyrosine and Aib into peptides, with specific protections ensuring controlled and selective synthesis while incorporating structural constraints.

Category
Peptide Synthesis Reagents
Catalog number
BAT-016543
Molecular Formula
C22H34N2O6
Molecular Weight
422.52
Boc-D-Tyr(OtBu)-Aib-OH
IUPAC Name
2-methyl-2-[[(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]propanoyl]amino]propanoic acid
Synonyms
Boc-D-Tyr(tBu)-Aib-OH; N-tert-Butoxycarbonyl-O4-tert-butyl-D-tyrosyl-alpha-methyl-alanine; (R)-2-(3-(4-(tert-Butoxy)phenyl)-2-((tert-butoxycarbonyl)amino)propanamido)-2-methylpropanoic acid
Purity
≥95%
Sequence
Boc-D-Tyr(OtBu)-Aib
Storage
Store at RT
InChI
InChI=1S/C22H34N2O6/c1-20(2,3)29-15-11-9-14(10-12-15)13-16(23-19(28)30-21(4,5)6)17(25)24-22(7,8)18(26)27/h9-12,16H,13H2,1-8H3,(H,23,28)(H,24,25)(H,26,27)/t16-/m1/s1
InChI Key
NFZUXALUIGHTML-MRXNPFEDSA-N
Canonical SMILES
CC(C)(C)OC1=CC=C(C=C1)CC(C(=O)NC(C)(C)C(=O)O)NC(=O)OC(C)(C)C
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