Synthesis of artificial glycoconjugates of arginine-vasopressin and their antidiuretic activities.
Arginine-vasopressin (AVP) derivatives modified at the glutamine side chain amide with carbohydrate via an alkylene spacer (1a--d) were synthesized from new glycosylated glutamine derivatives (3a--d) by solid-phase synthesis. Glycoconjugates of AVP modified at the C-terminal amide (2a--d) were also synthesized from vasopressionic acid. All of them exhibited antidiuretic activity.
Susaki
H
H
Drug Delivery System Institute, Ltd., Chiba, Japan.
Suzuki
K
K
Ikeda
M
M
Yamada
H
H
Watanabe
H K
HK
D000595:Amino Acid Sequence; D000818:Animals; D001127:Arginine Vasopressin / Q000737:chemistry* / Q000494:pharmacology / Q000627:therapeutic use; D003919:Diabetes Insipidus / Q000188:drug therapy; D005973:Glutamine / Q000737:chemistry; D006020:Glycopeptides / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use; D006031:Glycosylation; D008969:Molecular Sequence Data; D051381:Rats; D013329:Structure-Activity Relationship; D014554:Urination / Q000187:drug effects*
D006020:Glycopeptides; D005973:Glutamine; D001127:Arginine Vasopressin