551-33-7

Usage

InChI:InChI=1/C33H38N4O6/c1-7-20-18(5)32(42)36-26(20)13-24-16(3)22(9-11-30(38)39)28(34-24)15-29-23(10-12-31(40)41)17(4)25(35-29)14-27-21(8-2)19(6)33(43)37-27/h13-15,34H,7-12H2,1-6H3,(H,36,42)(H,37,43)(H,38,39)(H,40,41)/b26-13-,27-14-,29-15-

Upstream product

• 115929-51-6 pseudo-xanthobilirubic acid methyl ester 
• 64845-01-8 xanthobilirubinic acid methyl ester 
• 15770-19-1 xanthobilirubinic acid 
• 198877-25-7 (+)-(S)-3-ethyl-8-(1-methylpropyl)-2,7,9-trimethyl-1,10-dihydro-(1H)-dipyrrin-1-one 
• 144831-26-5 (+)-(S)-3-ethyl-8-(2-methoxycarbonyl-1-methylethyl)-2,7,9-trimethyl-1,10-dihydro-(11H)-dipyrrin-1-one 
• 64845-02-9 4-ethyl-5-(4-ethyl-3,5-dimethyl-pyrrol-2-ylmethylene)-3-methyl-1,5-dihydro-pyrrol-2-one 
• 31402-16-1 (Z)-3-Ethyl-9-formyl-2,7-dimethyl-dipyrrin-1-one-8-propanoic acid 
• 100923-14-6 (Z)-9-tert-Butoxycarbonyl-3-ethyl-2,7-dimethyl-dipyrrin-1-one-8-propanoic acid 

Relevant academic research and scientific papers

Reconstitution of Apomyoglobin with Bile Pigments

Apomyoglobin was reconstituted with bile pigments of the verdinoid, 2,3-dihydroverdinoid, pterobilinoid, and violinoid type.Absorption and circular dichroism data as well as formation constants of the complexes were measured.From these results it was concluded that chromophore binding and induced chirality of these pigments are mainly governed by a lipophilic region opposite to the propionic side chain(s) and the asymmetric position of the hydrogen bonding acceptors of the propionic acid side chain(s) at the entrance of the protein pocket.

Intramolecular hydrogen bonding and its influence on conformation. Circular dichroism of chiral bilirubin analogs

Enantiopure synthetic bilirubin analogs with variously modified (e.g. alkyl for natural propionic acid or ester) C(8) and C(12) side chains and with but a single chiral center in either or both exhibited exciton coupled circular dichroism (CD) spectra. The CD intensity is greater when the stereogenic center is in a propionic acid side chain than in an alkyl side chain.

Synthesis of Unsymmetric Bile Pigments: Mesobilirubin-VIIIα, 17-Desvinyl-17-ethyl-bilirubin-VIIIα and 12-Despropionic Acid-12-ethyl-mesobilirubin-XIIIα

The unnatural bile pigments 17-desvinyl-17-ethylbilirubin-VIIIα, mesobilirubin-VIIIα and 12-despropionic acid-12-ethyl mesobilirubin-XIIIα were synthesized via (1) "reverse scrambling" of bilirubin-XIIIα or mesobilirubin-IXα with mesobilirubin-IVα or etiobilirubin-IVγ or (2) following coupling of xanthobilirubic acid methyl ester with ψ-xanthobilirubic acid methyl ester, or coupling of xanthobilirubic acid methyl ester with kryptopyrromethenone.