130752-32-8

Basic information

• Product Name: FMOC-D-ARG-OH
• Synonyms: N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-D-ARGININE;N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-D-ARGININE HYDROCHLORIDE;FMOC-D-ARGININE;FMOC-D-ARGININE HCL;FMOC-D-ARGININE HYDROCHLORIDE;FMOC-D-ARG-OH;FMOC-D-ARG-OH HCL;N-α-Fmoc-D-Arginine
• CAS NO: 130752-32-8
• Molecular Formula: C21H24N4O4
• Molecular Weight: 396.44
• Mol File: 130752-32-8.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• Density: 1.38 g/cm³
• Storage Temp.: -15°C
• PKA: 3.81±0.21(Predicted)
• CAS DataBase Reference: FMOC-D-ARG-OH(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-D-ARG-OH(130752-32-8)
• EPA Substance Registry System: FMOC-D-ARG-OH(130752-32-8)

Safety Data

• Hazardous Substances Data: 130752-32-8(Hazardous Substances Data)

Usage

Description

FMOC-D-ARG-OH, also known as Nα-Fmoc-D-arginine, is an N-Fmoc-protected form of D-Arginine, an unnatural isomer of L-Arginine. It is a synthetic compound used in various applications due to its unique properties and potential benefits.

Uses

Used in Pharmaceutical Industry:
FMOC-D-ARG-OH is used as an intermediate compound for the synthesis of pharmaceuticals. It serves as a building block for the development of new drugs, particularly those targeting specific medical conditions.
Used in Research and Development:
FMOC-D-ARG-OH is used as a research tool for studying the properties and functions of D-Arginine and its derivatives. This helps in understanding their potential applications in medicine and drug development.
Used in Inhibiting Nitric Oxide Production:
FMOC-D-ARG-OH is used as a precursor to D-Arginine, which is known to inhibit glutamate-induced nitric oxide production in rats. This property can be exploited in the development of treatments for conditions related to nitric oxide dysregulation.
Used in Treating Bleeding Disorders:
Derivatives of D-Arginine, such as 1-Deamino-8-D-arginine vasopressin, are used to treat various bleeding disorders. FMOC-D-ARG-OH serves as a starting material for the synthesis of such therapeutic compounds.

Upstream product

• 98930-01-9 Nα-(9-fluorenylmethoxycarbonyl)-Nγ-(4-methoxy-2,3,6-trimethylbenzenesulphonyl)-L-arginine 
• 116220-89-4 N^α-9-Fluorenylmethyloxycarbonyl-N^G-2,4,6-triisopropylbenzenesulphonyl-L-arginine 
• 160252-91-5 N^α-9-Fluorenylmethyloxycarbonyl-N^G-4-methoxy-3,5-di-tert-butylbenzenesulphonyl-L-arginine 
• 162611-62-3 N^α-9-fluorenylmethyloxycarbonyl-N^G-biphenyl-4-sulphonyl-L-arginine 
• 187618-60-6 Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine 
• 74-79-3 L-arginine 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 3006-96-0 3-hydroxymethyl-benzoic acid 
• 1202179-48-3 Fmoc-Arg-HMBA-Arg₆-OH 
• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 187618-60-6 N-α-[(9H-fluoren-9-ylmethoxy)carbonyl]-N^G-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-D-arginine 

Downstream Products

• 640266-23-5 3-{(S)-2-[(S)-2-((S)-5-Guanidino-2-{(S)-3-(4-hydroxy-phenyl)-2-[(S)-2-(2-methanesulfonyl-ethoxycarbonylamino)-4-methyl-pentanoylamino]-propionylamino}-pentanoylamino)-propionylamino]-4-methyl-pentanoylsulfanyl}-propionic acid ethyl ester 

Relevant articles and documents

Pressurized sample infusion: An easily calibrated, low volume pumping system for ESI-MS analysis of reactions

Pressurized sample infusion (PSI) continuously delivers solution from a flask through capillary tubing at a flow rate that makes it suitable as a low internal volume pumping method for electrospray ionization mass spectrometry (ESI-MS). The flow rate can be predicted from the applied pressure by using the Hagen-Poiseuille equation, but variability in internal diameter of the PEEK tubing used is such that each individual length should be calibrated if accurate results are sought. Once calibrated, the values hold well for different solvents across a range of pressures. The technique has been exemplified in two reactions: the deprotection of a protected amino acid using trifluoroacetic acid, and in the platinum-catalyzed redistribution of two silanes. In both cases, the abundances of starting material, product(s) and intermediates were tracked in real time as the reaction proceeded.

Liquid-chromatography quantitative analysis of 20 amino acids after derivatization with FMOC-CI and its application to different origin Radix isatidis

We developed a simple, rapid and reliable method for determination of 20 common amino acids based on derivatization with 9-fluorenylmethyl chloroformate (FMOC-CI) and RP-LC/UV, this method was first introduced into quantitative analysis of amino acids. The amino groups of amino acids were trapped with FMOC-CI to form amino acid-FMOC-Cl adducts which can be suitable for LC-UV. Chromatographic separation was performed on a C18 column with a mobile phase gradient consisting of acetonitrile and sodium acetate solution. This method was shown to be sensitive for 20 common amino acids. In the intra-day precisions assay, the range of RSDs was 3.21-7.67% with accuracies of 92.34-102.51%; for the inter-day precisions assay, the range of RSDs was 5.82-9.19% with accuracies of 90.25-100.63%. The results also indicated that solutions of amino acids-FMOC-Cl can be kept at room temperature for at least 24 h without showing significant losses in the quantified values. The validated method was successfully applied to the determination of major four kinds of amino acids in R. isatidis samples (Arg, Pro, Met and Val). The total content of amino acids in different origin R. isatidis was 13.32-19.16 mg/g. The differences between R. isatidis samples were large using HCA.

Synthesis of an arginine tagged [Cys155-Arg180] fragment of NY-ESO-1: elimination of an undesired by-product using 'In house' resins

During the solid-phase synthesis of a peptide fragment derived from the cancer protein NY-ESO-1 incorporating a solubilising arginine tag, a significant by-product was obtained that lacked the arginine tag. The formation of this by-product (and others) wa