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Volumn 43, Issue 38, 2002, Pages 6719-6721

Formation of novel tetrahydroisoquinoline retinoids by Pictet-Spengler reaction of dopamine and retinaldehyde under conditions of relevance to biological environments

Author keywords

Dopamine; Lipofuscin; Retinaldehyde; Tetrahydroisoquinoline

Indexed keywords

DOPAMINE; METAL ION; RETINAL; RETINOID DERIVATIVE; RETINOL; SCHIFF BASE;

EID: 0037119660     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)01524-1     Document Type: Article
Times cited : (6)

References (16)
  • 10
    • 0005119517 scopus 로고    scopus 로고
    • Reaction of 0.5 mM dopamine with 13-cis-retinaldehyde in molar ratios ranging from 1/0.5 to 2/1, were run in a thermostatic bath at 37°C under vigorous stirring. Control experiments in a SDS free medium showed no retinaldehyde consumption
    • Reaction of 0.5 mM dopamine with 13-cis-retinaldehyde in molar ratios ranging from 1/0.5 to 2/1, were run in a thermostatic bath at 37°C under vigorous stirring. Control experiments in a SDS free medium showed no retinaldehyde consumption.
  • 11
    • 0005194928 scopus 로고    scopus 로고
    • RP18 Spherisorb S50DS2 (4.0×250 mm, Phase Separation Ltd.) and Econosil C-18 10U (22×250 mm, Alltech) columns were used for analytical and preparative purposes, with flow rates of 1 and 15 mL/min, 0.4 M formic acid/methanol from 3/7 to 2/8 as mobile phase, and UV detection
    • RP18 Spherisorb S50DS2 (4.0×250 mm, Phase Separation Ltd.) and Econosil C-18 10U (22×250 mm, Alltech) columns were used for analytical and preparative purposes, with flow rates of 1 and 15 mL/min, 0.4 M formic acid/methanol from 3/7 to 2/8 as mobile phase, and UV detection.
  • 12
    • 0005166985 scopus 로고    scopus 로고
    • max at 367 nm. A mild heating in aqueous buffer of the intermediate gave both dopamine and a mixture of retinaldehyde isomers (mainly all trans isomer), proving the intermediate to be the Schiff base of dopamine and retinaldehyde (HPLC evidence)
    • max at 367 nm. A mild heating in aqueous buffer of the intermediate gave both dopamine and a mixture of retinaldehyde isomers (mainly all trans isomer), proving the intermediate to be the Schiff base of dopamine and retinaldehyde (HPLC evidence).
  • 13
    • 0005115141 scopus 로고    scopus 로고
    • note
    • 3), δ (ppm): 1.04 (6H×2, bs); 1.55 (2H, m); 1.59 (2H×2, m); 1.74 (3H, s); 1.94 (3H, s); 2.03 (2H, m); 2.10 (3H, s); 2.15 (3H, s); 2.26 (6H, bs); 2.75 (1H, m); 2.83 (1H, m); 3.55 (1H, m); 3.85 (1H, m); 4.70 (1H, d, J=7.2 Hz); 5.78 (1H, d, J=7.2 Hz); 6.06 (1H, d, J=11.4 Hz); 6.13 (1H, d, J=16.0 Hz); 6.19 (1H, d, J=15.2 Hz); 6.21 (1H, d, J=16.0 Hz); 6.80 (1H, dd, J=15.2, 11.4 Hz); 6.86 (1H, s); 6.99 (1H, s).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.