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  • 41135-18-6  ,2,3,4,6-四-O-乙酰基-b-D-吡喃半乳糖基异硫氰酸酯, GITC, CAS:41135-18-6
41135-18-6  ,2,3,4,6-四-O-乙酰基-b-D-吡喃半乳糖基异硫氰酸酯, GITC, CAS:41135-18-6

41135-18-6 ,2,3,4,6-四-O-乙酰基-b-D-吡喃半乳糖基异硫氰酸酯, GITC, CAS:41135-18-6

GITC ,2,3,4,6-Tetra-O-acetyl-b-D-galactopyranosyl isothiocyanate,
2,3,4,6-四-O-乙酰基-b-D-吡喃半乳糖基异硫氰酸酯,
CAS:41135-18-6
C15H19NO9S / 389.38
MFCD09952965

2,3,4,6-Tetra-O-acetyl-b-D-galactopyranosyl isothiocyanate

2,3,4,6-四-O-乙酰基-b-D-吡喃半乳糖基异硫氰酸酯(GITC)

2,3,4,6-Tetra-O-acetyl-b-D-galactopyranosyl isothiocyanate (GITC) is a compound with potential applications across multiple scientific fields. Understanding its physical and chemical properties, synthesis and characterization, analytical methods, biological properties and toxicity and safety in scientific experiments, applications in scientific experiments, current state of research, potential implications in various fields of research and industry, and limitations and future directions is important. The following paper explores these topics to shed light on GITC's properties and potential applications.

Definition and Background

2,3,4,6-Tetra-O-acetyl-b-D-galactopyranosyl isothiocyanate (GITC) is a derivative of galactose obtained by acetylation and is a member of the isothiocyanate family of compounds. It is a clear, colorless liquid with a pungent smell and a molecular weight of 389.38 g/mol.

Physical and Chemical Properties

GITC is soluble in organic solvents, including methanol, ethanol, and acetone, among others. It has a boiling point of approximately 140°C and density of 1.26 g/cm3. Also, GITC decomposes at high temperatures and can react with amines and amino acids to form stable thiourea derivatives.

Synthesis and Characterization

GITC can be synthesized through several methods, including the reaction of acetyl-b-D-galactopyranoside and potassium thiocyanate in a polar aprotic solvent. The resulting product is GITC, which can subsequently be purified through several methods, such as column chromatography, recrystallization, and distillation. Characterization can be done through methods such as mass spectrometry, nuclear magnetic resonance spectroscopy, Fourier-transform infrared spectroscopy, and X-ray crystallography.

Analytical Methods

Various analytical methods can be used to determine GITC purity, including high-performance liquid chromatography, gas chromatography-mass spectrometry, and UV-Visible spectrophotometry methods. These methods can detect trace amounts of GITC and are essential for quality control in manufacturing processes.

Biological Properties

GITC has antimicrobial properties due to its ability to irreversibly inactivate bacteria and viruses. It also has anti-tumor properties and inhibits the growth of cancer cells. GITC has been shown to induce apoptosis in cancer cells through caspase activation and to modulate cellular signaling pathways.

Toxicity and Safety in Scientific Experiments

GITC has low acute toxicity in animal models, but chronic exposure may lead to organ damage, such as hepatotoxicity and nephrotoxicity. GITC is also an irritant to skin and eyes and can cause respiratory issues due to its high vapor pressure.

Applications in Scientific Experiments

GITC has applications in multiple scientific fields, including microbiology, molecular biology, and biochemistry. It can be used as a reagent to inactivate viruses and bacteria during sample preparation for molecular biology experiments. GITC is also used to extract and stabilize RNA and DNA from biological samples as well as to modify proteins and other biomolecules.

Current State of Research

Current research on GITC focuses on understanding its potential anti-tumor properties, developing new synthetic routes to produce GITC, and its applications in new fields such as medical diagnostic imaging.

Potential Implications in Various Fields of Research and Industry

GITC's potential implications are vast, as it has applications in several fields. Its use in microbiology allows for safer sample handling, while its use in molecular biology benefits the development of new drugs and treatments. Additionally, GITC has potential implications in therapeutic drug delivery and nanotechnology. In the agricultural industry, GITC may have potential applications as a natural pesticide.

Limitations and Future Directions

Despite the advantages of GITC, several limitations remain, including toxicity concerns and difficulties in large scale synthesis. Future research should focus on the development of more efficient and safer synthesis of GITC, broadening the chemical space and applicability of GITC.

Future Directions

Future directions for GITC include exploring its potential as a biosensor agent, understanding cellular mechanisms for its anti-tumor effects, further development of GITC-based compounds for therapeutic applications, broadening its application to water treatment, and designing GITC nanoparticle clusters for nanobiotechnology applications.

CAS Number41135-18-6
Product Name2,3,4,6-Tetra-O-acetyl-b-D-galactopyranosyl isothiocyanate
IUPAC Name[(2R,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-isothiocyanatooxan-2-yl]methyl acetate
Molecular FormulaC15H19NO9S
Molecular Weight389.38 g/mol
InChIInChI=1S/C15H19NO9S/c1-7(17)21-5-11-12(22-8(2)18)13(23-9(3)19)14(24-10(4)20)15(25-11)16-6-26/h11-15H,5H2,1-4H3/t11-,12+,13+,14-,15-/m1/s1
InChI KeyWOWNQYXIQWQJRJ-GZBLMMOJSA-N
SMILESCC(=O)OCC1C(C(C(C(O1)N=C=S)OC(=O)C)OC(=O)C)OC(=O)C
Synonyms2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl isothiocyanate, GATC cpd
Canonical SMILESCC(=O)OCC1C(C(C(C(O1)N=C=S)OC(=O)C)OC(=O)C)OC(=O)C
Isomeric SMILESCC(=O)OC[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)N=C=S)OC(=O)C)OC(=O)C)OC(=O)C
CAS No: 41135-18-6 MDL No: MFCD09952965 Chemical Formula: C15H19NO9S Molecular Weight: 389.38

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