structure of N-9H-purin-6-yl-L-tryptophan

N-9H-purin-6-yl-L-tryptophan

CAS No.: 1173674-58-2
M. Wt: 322.321
M. Fa: C16H14N6O2
InChI Key: GKAZDIDTEUPDLX-LBPRGKRZSA-N

Names and Identifiers of N-9H-purin-6-yl-L-tryptophan

CAS Number

1173674-58-2

IUPAC Name

(2S)-3-(1H-indol-3-yl)-2-(7H-purin-6-ylamino)propanoic acid

InChI

InChI=1S/C16H14N6O2/c23-16(24)12(5-9-6-17-11-4-2-1-3-10(9)11)22-15-13-14(19-7-18-13)20-8-21-15/h1-4,6-8,12,17H,5H2,(H,23,24)(H2,18,19,20,21,22)/t12-/m0/s1

InChIKey

GKAZDIDTEUPDLX-LBPRGKRZSA-N

Canonical SMILES

C1=CC=C2C(=C1)C(=CN2)CC(C(=O)O)NC3=NC=NC4=C3NC=N4

Isomeric SMILES

C1=CC=C2C(=C1)C(=CN2)C[C@@H](C(=O)O)NC3=NC=NC4=C3NC=N4

Physical and chemical properties of N-9H-purin-6-yl-L-tryptophan

Boiling Point

809.5±65.0 °C at 760 mmHg

Density

1.6±0.1 g/cm3

Exact Mass

322.117828

Flash Point

443.4±34.3 °C

Index of Refraction

1.845

LogP

1.57

Molecular Formula

C16H14N6O2

Molecular Weight

322.321

Vapour Pressure

0.0±3.0 mmHg at 25°C

Applications of N-9H-purin-6-yl-L-tryptophan

N-9H-purin-6-yl-L-tryptophan has potential applications in:

  • Pharmaceutical Development: Due to its biological activity, it may serve as a lead compound for developing new drugs targeting specific diseases.
  • Biochemical Research: It can be used in studies exploring amino acid and nucleotide interactions, particularly in cellular signaling pathways.
  • Nutraceuticals: Given its amino acid component, it could be investigated for dietary supplements aimed at enhancing mental health or sleep quality.

Interaction Studies of N-9H-purin-6-yl-L-tryptophan

Studies on N-9H-purin-6-yl-L-tryptophan often focus on its interactions with various biological targets:

  • Adenosine Receptors: Research indicates that compounds with purine structures can modulate adenosine receptor activity, influencing neurotransmission and immune response.
  • Enzymatic Interactions: The compound may interact with enzymes involved in purine metabolism or amino acid biosynthesis, which could affect metabolic pathways.

Understanding these interactions is crucial for elucidating the compound's pharmacological potential.

Biological Activity of N-9H-purin-6-yl-L-tryptophan

N-9H-purin-6-yl-L-tryptophan exhibits various biological activities due to its dual nature as both a purine derivative and an amino acid. Compounds of this class have been studied for their potential roles as antimicrobial agents and their interaction with adenosine receptors, which are crucial in numerous physiological processes including sleep regulation and immune response. The biological evaluation often focuses on their effectiveness against specific pathogens or their ability to modulate receptor activity.