Oxytocin analogues with amide groups substituted by tetrazole groups in position 4, 5 or 9.
Author(s) -
M. Manturewicz,
Zbigniew Grzonka,
Lenka Borovičková,
Jiřina Slaninová
Publication year - 2007
Publication title -
acta biochimica polonica
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.452
H-Index - 78
eISSN - 1734-154X
pISSN - 0001-527X
DOI - 10.18388/abp.2007_3169
Subject(s) - tetrazole , chemistry , amide , stereochemistry , uterotonic , oxytocin , side chain , oxytocin receptor , peptide synthesis , biological activity , dipeptide , amino acid , receptor , biochemistry , in vitro , organic chemistry , medicine , polymer
Abbreviations: Aad(T), 2-amino-5-(5-tetrazolyl)pentanoic acid, δ-tetrazole analogue of α-aminoadipic acid; Asp(T), 2-amino- 3-(5-tetrazolyl)propionic acid , β-tetrazole analogue of aspartic acid; Asp(T1CH3), 2-amino-3-(5-(2-methyl)tetrazolyl)propionic acid; Asp(T2CH3), 2-amino-3-(5-(3-methyl)tetrazolyl)propionic acid; DIPEA, N,N-diisopropylethylamine; Boc, t-butoxycar- bonyl; DMF, N,N-dimethylformamide, Fmoc, 9-fluorenylmethoxycarbonyl; Glu(T), 2-amino-4-(5-tetrazolyl)butanoic acid, γ-tetrazole analogue of glutamic acid; Glu(T1CH3), 2-amino-4-(5-(2-methyl)tetrazolyl)butanoic acid; Glu(T 2CH3), 2-amino-4-(5- (3-methyl)tetrazolyl)butanoic acid; GlyT, 5-aminomethyltetrazole, α-tetrazole analogue of glycine; GlyT1CH3, 5-aminomethyl- 2-methyltetrazole; GPCR, G-protein coupled receptor; OT, oxytocin; OTR, oxytocin receptor; TBTU, 2-(1 H-benzotriazole-1- yl)-1,1,3,3-tetramethyluronium tetrafluoroborate; TFA, trifluoroacetic acid; TIPS, triisopropylsilane; Z, benzyloxycarbonyl.
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