Methyl-D-alanine

Name: Methyl-D-alanine
Brand: ChemScene
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CAS No. 29475-64-7
Cat. No. CS-0094542
Molecule weight103.12
Purity≥97%
MDL No.MFCD00063135

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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General Information

CAS No. 29475-64-7
Cat. No. CS-0094542
Purity ≥97%
MDL No. MFCD00063135
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₉NO₂
Molecular Weight 103.12
Synonym(s) N-Methyl-D-Alanine
SMILES C[C@H](C(O)=O)NC

Description

Methyl-D-alanine features a methyl-substituted D-alanine backbone, offering enhanced metabolic stability and resistance to enzymatic degradation. This configuration imparts favorable solubility and compatibility in peptide synthesis workflows, enabling efficient incorporation into bioactive sequences without racemization.

Application

Methyl-D-alanine serves as a valuable chiral building block in peptide synthesis and medicinal chemistry, offering enhanced metabolic stability compared to its parent amino acid. Its methylated side chain improves lipophilicity and resistance to enzymatic degradation, making it particularly useful in the design of bioactive peptides and peptidomimetics. The compound exhibits excellent bench stability and compatibility with standard coupling protocols, facilitating straightforward incorporation into complex molecular architectures.

Synthesis

Route1
- 89384-50-9
- ~65%
- In-stock
  
  29475-64-7
References
- Effenberger, Franz; Burkard, Ulrike; Willfahrt, Joachim Liebigs Annalen der Chemie, 1986 , # 2 p. 314 - 333
Route2
- 32644-15-8
- 74-89-5
- ~%
- In-stock
  
  29475-64-7
References
- Chemische Berichte, , vol. 59, p. 2719

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 49.33
LogP -0.3211
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Alanine and derivatives

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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Methyl-D-alanine

CAS No. 29475-64-7

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