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Volumn 8, Issue 11, 2010, Pages 2522-2528

Biomimetically relevant self-condensations of C5 units derived from lysine

Author keywords

[No Author keywords available]

Indexed keywords

CHEMISTRY; POSITIVE IONS;

EID: 77952629968     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b926786g     Document Type: Article
Times cited : (8)

References (27)
  • 4
    • 77952639671 scopus 로고
    • and references cited therein One needs to keep in mind that in the plants, reactive functional groups such as aldehydes will most likely be masked in a transitory way. In this article, in order to simplify schemes and figures, these functional groups will be shown in their reactive form. In the case of glutaraldehyde, it is a known protein-reticulating agent and its presence as a free molecule in a living cell is of course unlikely but we will see that equivalents in terms of oxidation state can be put forward (vide infra)
    • A. M. Brown D. J. Robins L. Witte M. Wink Plant Physiol. (Life Sci. Adv.) 1991 10 179 185
    • (1991) Plant Physiol. (Life Sci. Adv.) , vol.10 , pp. 179-185
    • Brown, A.M.1    Robins, D.J.2    Witte, L.3    Wink, M.4
  • 15
    • 63449112597 scopus 로고    scopus 로고
    • and references cited therein. See also, ref. 5d Glutaraldehyde 2 is quite stable as an aqueous solution whereas it undergoes rapid polymerization in neat conditions with catalytic amount of water. The numerous applications of 2 have been extensively reviewed over the years as a cross-linking agent in biochemistry or histology or as a biocide: see among others
    • V. C. Pham A. Jossang T. Sévenet V. H. Nguyen B. Bodo Eur. J. Org. Chem. 2009 1412 1416
    • (2009) Eur. J. Org. Chem. , pp. 1412-1416
    • Pham, V.C.1    Jossang, A.2    Sévenet, T.3    Nguyen, V.H.4    Bodo, B.5
  • 16
    • 84986905987 scopus 로고    scopus 로고
    • Types of antimicrobials agents
    • ed., A. P. Fraise, P. A. Lambert and J.-Y. Maillard, 4th edn, Blackwell Publishing, Oxford
    • Types of Antimicrobials Agents, in Russel, Hugo & Ayliffe's Principle and Practice of Disinfection, Preservation and Sterilization, ed., A. P. Fraise, P. A. Lambert, and, J.-Y. Maillard, 4th edn, Blackwell Publishing, Oxford, 2004, pp. 8-97
    • (2004) Russel, Hugo & Ayliffe's Principle and Practice of Disinfection, Preservation and Sterilization , pp. 8-97
  • 22
    • 33751500609 scopus 로고
    • The yield is of course low, but experimentally speaking, glutaraldehyde 2 is a cheap reagent and 6 is the most nonpolar compound of the reaction based on silica gel TLC profile which renders its purification by chomatography easy. In practise, 15 g of 2 give 3-4 g of 6 in a reproducible manner No information concerning the stereochemistry of 6 was disclosed in ref. 10. A complete study is given for the first time in the present work. Acetylation of 6 permitted the chromatographic resolution of A and B resulting from the 2 major diastereomers of 6 - see the ESI Komarovinine:
    • T. Tashima M. Imai Y. Kuroda S. Yagi T. Nakagawa J. Org. Chem. 1991 56 694 697
    • (1991) J. Org. Chem. , vol.56 , pp. 694-697
    • Tashima, T.1    Imai, M.2    Kuroda, Y.3    Yagi, S.4    Nakagawa, T.5
  • 25
    • 34249918476 scopus 로고
    • 6) assignment was therefore difficult Syntheses and synthetic applications of 11 as well as other dialdehyde monoacetals have been reviewed, see:
    • T. S. Tulyaganov S. Yu. Yunusov Chem. Nat. Compd. 1990 26 49 53
    • (1990) Chem. Nat. Compd. , vol.26 , pp. 49-53
    • Tulyaganov, T.S.1    Yu., Y.S.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.