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Home > Encyclopedia > D-γ-Glutamyl-L-tryptophan

D-γ-Glutamyl-L-tryptophan

D-γ-Glutamyl-L-tryptophan structure

D-γ-Glutamyl-L-tryptophan 

structure
  • CAS No:

    229305-39-9

  • Formula:

    C16H19N3O5

  • Chemical Name:

    D-γ-Glutamyl-L-tryptophan

  • Synonyms:

    L-Tryptophan,D-γ-glutamyl-;D-γ-Glutamyl-L-tryptophan;SCV 07;Golotimod;γ-D-glutamyl-L-tryptophan;2379524-70-4

Description

Golotimod is a dipeptide.|SCV-07 (g -D-glutamyl-L-tryptophan) is a novel synthetic dipeptide that acts broadly on the Toll-like receptor pathway. It has been shown to stimulate T-lymphocyte differentiation, macrocytic phagocytosis, and specific immune responses, and enhance IL-2 and INF-g production. Due to this preferential activation of Th1 cytokine production, SCV-07 may show utility in treatment of tuberculosis. It can be administered orally or subcutaneously. In independent studies, treatment of tuberculosis with SCV-07 improved clearance of mycobacteria, improved cavity healing, improvements in immune parameters and reduced symptoms (fever, weakness, sweating, dry cough, productive cough, dyspnea, chest pain, tachycardia) without any adverse local or general effects. SCV-07 has shown efficacy in treating various viral and bacterial infections.|Golotimod is an orally bioavailable synthetic peptide containing the amino acids D-glutamine and L-tryptophan connected by a gamma-glutamyl linkage with potential immunostimulating, antimicrobial and antineoplastic activities. Although the exact mechanism of action is unknown, golotimod appears to inhibit the expression of STAT-3, reversing immunosuppression and stimulating an anti-tumor immune response. This agent may stimulate the production of T-lymphocytes, in particular the helper T (Th1) cells, activate macrophages, and increase levels of interleukin 2 and interferon gamma. STAT-3, a transcription factor upregulated in many cancer cell types, is involved in tumor cell growth and survival and immunosuppression.

D-γ-Glutamyl-L-tryptophan Basic Attributes

333.34

333.34

637C487Y09

DTXSID10177474

C76497

Characteristics

1.428±0.06 g/cm3

737.3±60.0 °C(Predicted)

2.22±0.10

Safety Information

3

Toxicity

No adverse effects were observed in any patients participating in clinical trials.

Drug Information

Investigated for use/treatment in hepatitis (viral, C), infectious and parasitic disease (unspecified), and tuberculosis.

SCV-07 (g -D-glutamyl-L-tryptophan) is a novel synthetic dipeptide that acts broadly on the Toll-like receptor pathway. It has been shown to stimulate T-lymphocyte differentiation, macrocytic phagocytosis, and specific immune responses, and enhance IL-2 and INF-g production.

SCV-07 (g -D-glutamyl-L-tryptophan) has broad effects on the Toll-like receptor (TLR) pathway.

gamma-D-glutamyl-L-tryptophan

Computed Properties

Molecular Weight:333.34
XLogP3:-2.7
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:8
Exact Mass:333.13247072
Monoisotopic Mass:333.13247072
Topological Polar Surface Area:146
Heavy Atom Count:24
Complexity:484
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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