133054-21-4

Basic information

• Product Name: FMOC-D-THZ-OH
• Synonyms: FMOC-D-THZ-OH;FMOC-D-THIAPROLINE;FMOC-D-THIAZOLIDINE-4-CARBOXYLIC ACID;FMOC-D-THIOPROLINE;FMOC-(S)-THIAZOLIDINE-4-CARBOXYLIC ACID;N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-THIAZOLIDINE-D-4-CARBOXYLIC ACID;(S)-N-(9-FLUOROENYLMETHYLOXYCARBONYL)-THIAZOLIDINE-4-CARBOXYLIC ACID;NALPHA-9-Fluorenylmethoxycarbonyl-L-hepalidine
• CAS NO: 133054-21-4
• Molecular Formula: C19H17NO4S
• Molecular Weight: 355.41
• Product Categories: Amino Acids
• Mol File: 133054-21-4.mol
• Article Data: 1

Chemical Properties

• Melting Point: 153-158 °C
• Boiling Point: 591.614 °C at 760 mmHg
• Flash Point: 311.597 °C
• Appearance: /
• Density: 1.402 g/cm³
• Vapor Pressure: 7.66E-15mmHg at 25°C
• Refractive Index: 1.667
• Storage Temp.: 2-8°C
• PKA: 3.47±0.20(Predicted)
• CAS DataBase Reference: FMOC-D-THZ-OH(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-D-THZ-OH(133054-21-4)
• EPA Substance Registry System: FMOC-D-THZ-OH(133054-21-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 133054-21-4(Hazardous Substances Data)

Usage

General Description

FMOC-D-THZ-OH is a chemical compound that consists of a FMOC-protected amino acid linked to a thiazole (THZ) moiety. The FMOC group serves as a protective group for the amino acid, allowing for selective deprotection and modification of the amino acid as needed. The thiazole moiety contributes to the compound’s chemical and biological properties, potentially allowing it to participate in a variety of reactions or interactions. FMOC-D-THZ-OH may have potential applications in the fields of organic synthesis, chemical biology, or medicinal chemistry, and its specific properties and activities would need to be further explored through experimentation and analysis.

InChI:InChI=1/C19H17NO4S/c21-18(22)17-10-25-11-20(17)19(23)24-9-16-14-7-3-1-5-12(14)13-6-2-4-8-15(13)16/h1-8,16-17H,9-11H2,(H,21,22)/t17-/m0/s1

Upstream product

• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 34592-47-7 L-thioproline 

Downstream Products

• 1440521-93-6 C₃₈H₆₄N₁₂O₈S 
• 1440522-04-2 C₃₉H₆₆N₁₀O₈S 

Relevant articles and documents

Identification of Protein Thiazolidination as a Novel Molecular Signature for Oxidative Stress and Formaldehyde Exposure

Chemical modifications of proteins have been well-documented to play important roles in normal cell physiology such as cell signaling and protein functions. They have also been demonstrated to be one of the milestones in the pathophysiology of many human diseases such as cancer, age-related pathology, and neurodegenerative disorders. Here, we report the initial identification of a novel protein modification, cysteine thiazolidination, through reaction with endogenous and exogenous formaldehyde with cysteine residues in proteins. Using an isotope-dilution liquid chromatography-tandem mass spectrometric (LC-MS3) method, we initiated the study by quantitating thioproline in formaldehyde-treated Escherichia coli (E. coli) protein. The study was then extended to quantitate thioproline in protein obtained from formaldehyde- and oxidant-exposed E. coli. Furthermore, N6-formyllysine, a well-defined formylation product between formaldehyde and lysine, was exploited in a comparative study to evaluate the relative reactivity and amount of cysteine thiazolidination in the reaction of formaldehyde with proteins. It is anticipated that cysteine thiazolidination may serve as a novel biomarker for oxidative stress and formaldehyde exposure.