Golotimod

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.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
Golotimod(CAS 229305-39-9)

CAT No: 10-101-250

CAS No:229305-39-9

Synonyms/Alias:Golotimod;229305-39-9;SCV-07;Golotimod [USAN];gamma-D-Glu-L-trp;SCV07;gamma-D-Glutamyl-L-tryptophan;SCV 07;Golotimod [USAN:INN];H-D-Glu(Trp-OH)-OH;GOLOTIMOD [INN];GOLOTIMOD [WHO-DD];(2R)-2-amino-5-[[(1S)-1-carboxy-2-(1H-indol-3-yl)ethyl]amino]-5-oxopentanoic acid;637C487Y09;L-Tryptophan, D-gamma-glutamyl-;DTXSID10177474;D-.GAMMA.-GLUTAMYL-L-TRYPTOPHAN;(R)-2-Amino-5-(((S)-1-carboxy-2-(1H-indol-3-yl)ethyl)amino)-5-oxopentanoic acid;(2R)-2-Amino-5-(((1S)-1-carboxy-2-(1H-indol-3-yl)ethyl)amino)-5-oxopentanoic acid;golotimodum;(2R)-2-amino-4-(((1S)-1-carboxy-2-(1H-indol-3-yl)ethyl)carbamoyl)butanoic acid;(2R)-2-AMINO-4-{[(1S)-1-CARBOXY-2-(1H-INDOL-3-YL)ETHYL]CARBAMOYL}BUTANOIC ACID;UNII-637C487Y09;MFCD28137704;Golotimod (SCV-07);Golotimod (USAN/INN);Golotimod (SCV-07)?;H-D-Glu(L-Trp-OH)-OH;(gamma-glutamyl-L-tryptophan);SCHEMBL727944;CHEMBL2103812;DTXCID3099965;CATMPQFFVNKDEY-YPMHNXCESA-N;CHEBI:177459;BCP24651;D-GAMMA-GLUTAMYL-L-TRYPTOPHAN;EX-A10956;NSC755401;AKOS030573318;DB05475;NSC-755401;FG108327;HY-14743;MS-25023;DB-230492;CS-0003532;NS00068645;D08928;G14394;Q27095684;H-D-Glu(L-Trp-OH)-OH;SCV 07;gamma-D-Glu-L-trp;SCV-07;SCV07;(2R)-2-amino-5-[[(1S)-2-hydroxy-1-(1H-indol-3-ylmethyl)-2-oxo-ethyl]amino]-5-oxo-pentanoic acid;

Chemical Name:(R)-2-amino-5-(((S)-1-carboxy-2-(1H-indol-3-yl)ethyl)amino)-5-oxopentanoic acid

Custom Peptide Synthesis
cGMP Peptide
  • Registration of APIs
  • CMC information required for an IND
  • IND and NDA support
  • Drug master files (DMF) filing
M.F/Formula
C16H19N3O5
M.W/Mr.
333.34
Sequence
One Letter Code:XW
Three Letter Code:H-D-gGlu-Trp-OH
Appearance
White solid powder
Purity
>98%

Golotimod is a synthetic peptide compound recognized for its immunomodulatory properties and its capacity to modulate key cellular signaling pathways. Structurally characterized as a tetrapeptide, Golotimod has attracted considerable attention within immunology and molecular biology research due to its ability to influence the activity of immune effector cells and its role in the regulation of cytokine production. The compound's unique biochemical profile makes it an important tool for exploring peptide-mediated modulation of immune responses and for investigating the molecular mechanisms underlying host-pathogen interactions and immune surveillance. Its relevance extends to a broad range of experimental models where peptide-based agents are studied for their regulatory effects on cellular and molecular processes.

Immunological research: As a potent immunomodulatory peptide, Golotimod is frequently employed in studies aiming to elucidate the mechanisms of innate and adaptive immune regulation. Researchers utilize the compound to investigate its effects on the activation, proliferation, and differentiation of immune cells, including T lymphocytes and macrophages. By modulating cytokine secretion and cell signaling pathways, Golotimod enables detailed analysis of immune response dynamics, providing valuable insights into the molecular basis of immune modulation and the role of peptide compounds in immune system homeostasis.

Cell signaling pathway analysis: Golotimod serves as a valuable probe in dissecting the intracellular signaling cascades involved in immune cell function. Its ability to interact with specific receptors and alter downstream signaling events makes it a useful tool for mapping the involvement of kinases, transcription factors, and other signaling mediators. Through controlled application in cellular assays, scientists can delineate the contribution of peptide regulators to the orchestration of immune signaling networks, facilitating a deeper understanding of the molecular underpinnings of immune activation and regulation.

Host-pathogen interaction studies: The compound is utilized in experimental systems designed to model the complex interplay between host immune defenses and microbial invaders. By modulating immune cell responsiveness, Golotimod allows researchers to probe the mechanisms by which peptides influence susceptibility or resistance to infection. These studies are instrumental in identifying key checkpoints and regulatory nodes in host-pathogen dynamics, advancing knowledge in infectious disease research and the development of peptide-based modulators.

Peptide structure-activity relationship (SAR) investigations: Golotimod is frequently incorporated into structure-activity relationship studies to determine how specific amino acid sequences and modifications impact biological activity. By synthesizing analogs and assessing their immunomodulatory properties, researchers can refine the understanding of critical structural features required for functional activity. Such SAR studies are essential for guiding peptide design and optimization, contributing to the broader field of peptide-based research tools.

Peptide synthesis and analytical method development: The compound also plays a role in the development and validation of peptide synthesis protocols and analytical techniques. As a well-characterized synthetic peptide, Golotimod is used to optimize solid-phase peptide synthesis, purification processes, and quality control assays. Its defined structure and bioactivity profile make it a suitable reference material for benchmarking peptide production workflows and for calibrating analytical instrumentation in peptide research laboratories.

Long-term Storage Conditions
Soluble in DMSO, not in water
InChI
InChI=1S/C16H19N3O5/c17-11(15(21)22)5-6-14(20)19-13(16(23)24)7-9-8-18-12-4-2-1-3-10(9)12/h1-4,8,11,13,18H,5-7,17H2,(H,19,20)(H,21,22)(H,23,24)/t11-,13+/m1/s1
InChI Key
CATMPQFFVNKDEY-YPMHNXCESA-N
Canonical SMILES
O=C(O)[C@H](N)CCC(N[C@H](C(O)=O)CC1=CNC2=C1C=CC=C2)=O

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