Boc-Tyr(OtBu)-Aib-Gln(Trt)-Gly-OH
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Boc-Tyr(OtBu)-Aib-Gln(Trt)-Gly-OH

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Boc-Tyr(OtBu)-Aib-Gln(Trt)-Gly-OH is a protected tetrapeptide commonly used in peptide synthesis. The Boc (tert-Butoxycarbonyl) group protects the N-terminus of the tyrosine (Tyr) residue, while the OtBu (tert-butyl) group protects its side chain hydroxyl group, preventing premature reactions during synthesis. Aib (α-aminoisobutyric acid), a residue known for promoting helical structures, is the second amino acid in the sequence. The glutamine (Gln) residue has its side chain protected by a Trt (Trityl) group. The final amino acid, glycine (Gly), has a free carboxyl group at the C-terminus, indicated by -OH, which allows for further modifications or coupling reactions. This peptide is used to incorporate tyrosine, Aib, glutamine, and glycine into peptide chains, with strategic protection to ensure controlled and efficient synthesis.

Category
Peptide Synthesis Reagents
Catalog number
BAT-016573
CAS number
2612237-79-1
Molecular Formula
C48H59N5O9
Molecular Weight
850.03
Boc-Tyr(OtBu)-Aib-Gln(Trt)-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-oxo-5-(tritylamino)pentanoyl]amino]acetic acid
Synonyms
YXQG; N2-(2-((S)-3-(4-(tert-Butoxy)phenyl)-2-((tert-butoxycarbonyl)amino)propanamido)-2-methylpropanoyl)-N5-trityl-L-glutaminylglycine; Boc-Tyr(tBu)-Aib-Gln(Trt)-Gly-OH
Purity
≥96%
Density
1.193±0.06 g/cm3
Boiling Point
1098.8±65.0 °C at 760 mmHg
Sequence
Boc-Tyr(OtBu)-Aib-Gln(Trt)-Gly
InChI
InChI=1S/C48H59N5O9/c1-45(2,3)61-36-26-24-32(25-27-36)30-38(51-44(60)62-46(4,5)6)42(58)53-47(7,8)43(59)50-37(41(57)49-31-40(55)56)28-29-39(54)52-48(33-18-12-9-13-19-33,34-20-14-10-15-21-34)35-22-16-11-17-23-35/h9-27,37-38H,28-31H2,1-8H3,(H,49,57)(H,50,59)(H,51,60)(H,52,54)(H,53,58)(H,55,56)/t37-,38-/m0/s1
InChI Key
WDYWECQPRRMFHS-UWXQCODUSA-N
Canonical SMILES
CC(C)(C)OC1=CC=C(C=C1)CC(C(=O)NC(C)(C)C(=O)NC(CCC(=O)NC(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)C(=O)NCC(=O)O)NC(=O)OC(C)(C)C
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