Boc-Tyr(OtBu)-Aib-Glu(OtBu)-Gly-OH
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Boc-Tyr(OtBu)-Aib-Glu(OtBu)-Gly-OH

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Boc-Tyr(OtBu)-Aib-Glu(OtBu)-Gly-OH is a protected tetrapeptide used in peptide synthesis. The Boc (tert-Butoxycarbonyl) group protects the N-terminus of the tyrosine (Tyr) residue, preventing it from reacting during synthesis. The side chain hydroxyl group of tyrosine and the carboxyl group of glutamic acid (Glu) are protected by OtBu (tert-butyl) groups, which shield these functional groups until deprotection. Aib (α-aminoisobutyric acid), known for inducing helical structures, is the third residue, and Gly (Glycine), the final amino acid, has a free carboxyl group at the C-terminus, indicated by -OH, allowing for further peptide coupling or modifications. This peptide is used to incorporate tyrosine, Aib, glutamic acid, and glycine into peptide sequences, with specific protections to ensure controlled and efficient synthesis.

Category
Peptide Synthesis Reagents
Catalog number
BAT-016571
CAS number
2682040-93-1
Molecular Formula
C33H52N4O10
Molecular Weight
664.80
Boc-Tyr(OtBu)-Aib-Glu(OtBu)-Gly-OH
IUPAC Name
2-[[(2S)-2-[[2-methyl-2-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]propanoyl]amino]propanoyl]amino]-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoyl]amino]acetic acid
Synonyms
YXEG; ((S)-5-(tert-Butoxy)-2-(2-((S)-3-(4-(tert-butoxy)phenyl)-2-((tert-butoxycarbonyl)amino)propanamido)-2-methylpropanamido)-5-oxopentanoyl)glycine; Boc-Tyr(tBu)-Aib-Glu(tBu)-Gly-OH; Boc-Tyr(tBu)-Ala(αMe)-Glu(tBu)-Gly-OH; Boc-Tyr(tBu)-Aib-Glu(OtBu)-Gly-OH
Purity
≥95%
Density
1.163±0.06 g/cm3
Boiling Point
905.0±65.0 °C at 760 mmHg
Sequence
Boc-Tyr(OtBu)-Aib-Glu(OtBu)-Gly
InChI
InChI=1S/C33H52N4O10/c1-30(2,3)45-21-14-12-20(13-15-21)18-23(36-29(44)47-32(7,8)9)27(42)37-33(10,11)28(43)35-22(26(41)34-19-24(38)39)16-17-25(40)46-31(4,5)6/h12-15,22-23H,16-19H2,1-11H3,(H,34,41)(H,35,43)(H,36,44)(H,37,42)(H,38,39)/t22-,23-/m0/s1
InChI Key
OISJQDFXPMYKBD-GOTSBHOMSA-N
Canonical SMILES
CC(C)(C)OC1=CC=C(C=C1)CC(C(=O)NC(C)(C)C(=O)NC(CCC(=O)OC(C)(C)C)C(=O)NCC(=O)O)NC(=O)OC(C)(C)C
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