63546-27-0

Basic information

• Product Name: L-ALANINE-3,3,3-D3
• Synonyms: L-ALANINE-3,3,3-D3;L-ALANINE-3,3,3-D3, 99 ATOM % D;L-Alanine-d3
• CAS NO: 63546-27-0
• Molecular Formula: C₃H₇NO₂
• Molecular Weight: 92.11
• Product Categories: Alphabetical Listings;Amino Acids;Amino AcidsStable Isotopes;AStable Isotopes;Metabolic Research;Stable Isotopes
• Mol File: 63546-27-0.mol
• Article Data: 1

Chemical Properties

• Melting Point: 314.5 °C (dec.)(lit.)
• Appearance: /
• Storage Temp.: Refrigerator
• Solubility: Aqueous Acid (Slightly), Water (Slight)
• CAS DataBase Reference: L-ALANINE-3,3,3-D3(CAS DataBase Reference)
• NIST Chemistry Reference: L-ALANINE-3,3,3-D3(63546-27-0)
• EPA Substance Registry System: L-ALANINE-3,3,3-D3(63546-27-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 63546-27-0(Hazardous Substances Data)

Usage

Description

L-ALANINE-3,3,3-D3 is a labeled analogue of L-Alanine, a non-essential amino acid for human development and one of the 20 amino acids encoded by the genetic code. L-ALANINE-3,3,3-D3 is utilized in various scientific and medical applications due to its unique properties and ability to provide insights into metabolic processes.

Uses

Used in Medical Research:
L-ALANINE-3,3,3-D3 is used as a tracer compound for in-vivo measurement of glucose and alanine metabolism, particularly in studies involving patients with diabetes. The use of this labeled analogue allows researchers to track and analyze metabolic pathways and better understand the impact of diabetes on these processes.
Used in Pharmaceutical Development:
As a labeled amino acid, L-ALANINE-3,3,3-D3 can be employed in the development of pharmaceuticals targeting metabolic disorders. Its ability to provide insights into the metabolic pathways involving alanine and glucose can aid in the design of more effective treatments and therapies for conditions such as diabetes.
Used in Nutritional Studies:
L-ALANINE-3,3,3-D3 can be utilized in nutritional studies to investigate the role of L-Alanine in human development and health. By tracking the labeled compound, researchers can gain a better understanding of the amino acid's absorption, metabolism, and overall contribution to the body's nutritional needs.

Synthetic route

L-alanin (56-41-7) → L-<3,3,3-2H3>alanine (63546-27-0)

Conditions	Yield
With water; α-ketoglutarate; Glutamate pyruvate transaminase; pyridoxal 5'-phosphate at 38℃; pD=7;

methanol (67-56-1) + L-<3,3,3-2H3>alanine (63546-27-0) → HCl-L-<3,3,3-2H3>alanine methyl ester (84787-46-2)

Conditions	Yield
With hydrogenchloride; 2,2-dimethoxy-propane Ambient temperature;	99%

2-ethyl-1-butanol (97-95-0) + L-<3,3,3-2H3>alanine (63546-27-0) → C9H16(2)H3NO2*ClH

Conditions	Yield
Stage #1: 2-ethyl-1-butanol; L-<3,3,3-2H3>alanine at 0℃; for 0.0833333h; Stage #2: With thionyl chloride at 60℃; for 6h;	90.2%

formic acid (64-18-6) + ethanol (64-17-5) + L-<3,3,3-2H3>alanine (63546-27-0) → C6H6(2)H3NO2 (107588-84-1)

Conditions	Yield
Yield given. Multistep reaction;

d(4)-methanol (811-98-3) + L-<3,3,3-2H3>alanine (63546-27-0) → C4H3(2)H6NO2*ClH (125109-44-6)

Conditions	Yield
With thionyl chloride; water for 24h; Ambient temperature;

Upstream product

• 56-41-7 L-alanin 

Relevant articles and documents

RATIONAL SYNTHESIS OF DEUTERIUM-LABELLED PYRIDOXAL AND PYRIDOXAL ALKALOIDS

A synthesis of pyridoxal is described, which avoids delicate redox reactions at the accomplished pyridoxyl system.This synthesis allows the facile preparation of highly (>98percent) deuterated pyridoxal 10b and of B6-derived alkaloids.