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Volumn 121, Issue 27, 1999, Pages 6503-6504

Photorelease of carboxylic acids from 1-acyl-7-nitroindolines in aqueous solution: Rapid and efficient photorelease of L-glutamate [4]

Author keywords

[No Author keywords available]

Indexed keywords

CARBOXYLIC ACID DERIVATIVE; GLUTAMIC ACID; INDOLE DERIVATIVE;

EID: 0033554022     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja990931e     Document Type: Letter
Times cited : (127)

References (27)
  • 1
    • 0345308989 scopus 로고    scopus 로고
    • Patent Appl. GB 99/06192.1, filed 18 March 1999 covers this work
    • Patent Appl. GB 99/06192.1, filed 18 March 1999 covers this work.
  • 3
  • 12
    • 0344014736 scopus 로고    scopus 로고
    • 11
    • 11
  • 14
    • 0001196233 scopus 로고
    • and references therein
    • Zuman, P.; Shah, B. Chem. Rev. 1994, 94, 1621 and references therein.
    • (1994) Chem. Rev. , vol.94 , pp. 1621
    • Zuman, P.1    Shah, B.2
  • 16
    • 0001654913 scopus 로고
    • (a) Wan, P.; Yates, K. Can. J. Chem. 1986, 64, 2076. (b) Wan, P.; Muralidharan, S. J. Am. Chem. Soc. 1988, 110, 4336.
    • (1986) Can. J. Chem. , vol.64 , pp. 2076
    • Wan, P.1    Yates, K.2
  • 21
    • 0344877813 scopus 로고    scopus 로고
    • note
    • Hydrolytic stability is of the amide bond. In all of these compounds, the ester group in the side chain hydrolyzed slowly at pH 7, but in separate experiments 10 and the salt of its corresponding free acid (isolated as a minor byproduct) were found to photorelease glutamate with equal efficiency. Ester hydrolysis is thus unimportant. The stabilities quoted are from experiments on the free acids of 9 and 10 and were determined from reverse-phase HPLC measurements of disappearance of starting compounds. The free acids avoided analytical complications from fast cleavage of the ester group.
  • 23
    • 0344877811 scopus 로고    scopus 로고
    • 2+-free mammalian Ringer's solution containing 100 μM glycine
    • 2+-free mammalian Ringer's solution containing 100 μM glycine.
  • 26
    • 0344446035 scopus 로고    scopus 로고
    • note
    • p values and extinction coefficients, ∼15% conversion of the 1 mM solution of 10 is expected.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.