4-Nitro-N-phthalyl-l-tryptophan

نویسندگان

  • Anaelle Tilborg
  • Irving Boittiaux
  • Bernadette Norberg
  • Didier Lambert
  • Johan Wouters
چکیده

THE CRYSTAL STRUCTURE OF THE TITLE COMPOUND [SYSTEMATIC NAME: (2R)-3-(1H-indol-3-yl)-2-(4-nitro-1,3-dioxoisoindolin-2-yl)propanoic acid], C(19)H(13)N(3)O(6), an analogue of epigenetic modulator RG108, is constrained by strong hydrogen bonds between the indole N-H group and a carbonyl O atom of the phthalimide ring of a symmetry-related mol-ecule, and between the protonated O atom of the carboxyl group and a carbonyl O atom of the phthalimide ring. π-π stacking inter-actions with centroid-centroid distances of 3.638 (1) and 3.610 (1) Å are also observed between indole and phthalimide rings.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

The dicyclo­hexyl­amine salt of RG108 (N-phthalyl-l-tryptophan), a potential epigenetic modulator

The dicyclo-hexyl-amine salt of RG108 (N-phthalyl-l-tryptophan) co-crystallizes with a water mol-ecule and a disordered mol-ecule of dimethyl-formamide (DMF), viz. dicyclo-hexyl-aminium (S)-2-(1,3-dioxoisoindolin-2-yl)-3-(1H-indol-3-yl)propanoate dimethyl-formamide solvate monohydrate, C(12)H(24)N(+)·C(19)H(13)N(2)O(4) (-)·C(3)H(7)NO·H(2)O. The conformation of the deprotonated compound is const...

متن کامل

Cytochrome P450-catalysed L-tryptophan nitration in thaxtomin phytotoxin biosynthesis

Thaxtomin phytotoxins produced by plant-pathogenic Streptomyces species contain a nitro group that is essential for phytotoxicity. The N,N'-dimethyldiketopiperazine core of thaxtomins is assembled from L-phenylalanine and L-4-nitrotryptophan by a nonribosomal peptide synthetase, and nitric oxide synthase-generated NO is incorporated into the nitro group, but the biosynthesis of the nonproteinog...

متن کامل

Acetohydroxyacid synthase inhibitors: N-phthalyl-L-valine anilide and related compounds.

The potency of L-valine as an inhibitor of Zea mays acetohydroxyacid synthase (AHAS) is increased more than 8000-fold on conversion to its N-phthalyl anilide derivative which is active at 2 microM. The D-valine, alpha-aminobutyric acid, isoleucine and phenylalanine analogs are 11- to 43-fold less potent, and similar N-phthalyl anilide derivatives of other branched-chain amino acids are essentia...

متن کامل

Effect of L-tryptophan and sodium saccharin on urinary tract carcinogenesis initiated by N-[4-(5-nitro-2-furyl)-2-thiazolyl]formamide.

The effect of sodium saccharin (SAC) or L-tryptophan (LT) on urinary bladder carcinogenesis initiated by feeding N-[4-(5-nitro-2-furyl)-2-thiazolyl]formamide (FANFT) for 4 weeks as 0.2% of the diet to male F344 weanling rats was evaluated. SAC was fed as 5% of the diet, and LT was 2% of the diet. FANFT fed for 4 weeks followed by 100 weeks of control diet did not produce any carcinomas; one of ...

متن کامل

Association of RASgrf1 methylation with epileptic seizures

DNA methylation, one of the mechanisms of epigenetic regulation, has been suggested to be related with epilepsy. RASgrf1 is a paternally imprinted gene and has a differentially methylated region (DMR) at the promoter that can silence gene expression. We have previously observed the down-regulation of RASgrf1 in the temporal neocortex of epilepsy patients and in the hippocampus of epileptic anim...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:

دوره 67  شماره 

صفحات  -

تاریخ انتشار 2011