ALPHA-GUANIDINO ACID DERIVATIVE AND ITS PRODUCTION

• Main Authors: UEKI YASUYUKI, KIMURA YUMIKO
• Format: Patent
• Language: English
• Published: 18.01.1994
• Edition: 5
• Subjects: ACYCLIC OR CARBOCYCLIC COMPOUNDS; CHEMISTRY; CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION ORPROCESSING OF GOODS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; METALLURGY; ORGANIC CHEMISTRY; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS; TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINSTCLIMATE CHANGE

PURPOSE:To provide a new alpha-guanidino acid derivative useful for selectively amidinating the N-terminal of a peptide under mild conditions. CONSTITUTION:The compound of formula I [R1 is substituted benzenesulfonyl bearing 1 to 5 methyl or methoxy groups on the benzene ring; R2 is a side chain obtained by protecting, with a protective group, the side chain or the functional group(s) therein of Ala, Val, Leu, Ile, Nle, Gln, Asn, Phe, Met, Met(O), Met(O2), Ser, Tyr, Thr, Glu, Asp, Lys, Orn, Cys, Trp, His or Arg] or formula II (R3 is H, OH or protected OH; n is 1 or 2), e.g. N-p- toluenesulfonylamidinoisoleucine. The compound of the formula I can be obtained by treating a compound of formula III with concentrated ammonium water. And, the compound of the formula II can be obtained from a compound of formula IV by a similar treatment.