H-N-Me-DL-Ala-OH

Name: H-N-Me-DL-Ala-OH
Brand: ChemScene
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CAS No. 600-21-5
Cat. No. CS-W011307
Purity≥98%
MDL No.MFCD00063136

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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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Structure of 600-21-5

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General Information

CAS No. 600-21-5
Cat. No. CS-W011307
Purity ≥98%
MDL No. MFCD00063136
Storage polypeptide, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₉NO₂
Molecular Weight 103.12
Synonym(s) N-Methyl-DL-alanine
SMILES CC(NC)C(O)=O

Description

H-N-Me-DL-Ala-OH is a synthetic dipeptide derivative featuring a methylated alanine residue, offering enhanced metabolic stability and improved membrane permeability. This modified amino acid scaffold facilitates efficient incorporation into peptide-based therapeutics and serves as a key building block in bioconjugation workflows.

Application

H-N-Me-DL-Ala-OH serves as a versatile building block in peptide synthesis, offering enhanced solubility and stability compared to native alanine. The N-methyl group reduces backbone hydrogen bonding, minimizing aggregation and facilitating coupling efficiency in solid-phase protocols. Its DL-diastereomeric form provides flexibility for exploring conformational diversity in peptidomimetic design, while the terminal amine and carboxylic acid enable straightforward conjugation and derivatization in standard synthetic workflows.

Synthesis

Route1
- 101692-94-8
- ~68%
- In-stock
  
  600-21-5
References
- Dzygiel, Pawel; Reeve, Toby B.; Piarulli, Umberto; Krupicka, Martin; Tvaroska, Igor; Gennari, Cesare European Journal of Organic Chemistry, 2008 , # 7 p. 1253 - 1264
Route2
- 127-17-3
- In-stock
  
  103-67-3
- ~%
- In-stock
  
  600-21-5
References
- Tetrahedron Letters, , p. 4183 - 4184
Route3
- 74-89-5
- ~%
- In-stock
  
  107-97-1
- In-stock
  
  600-21-5
- In-stock
  
  617-45-8
References
- Journal of the American Chemical Society, , vol. 105, # 3 p. 488 - 491

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

Quality Control

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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 Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids Biologically-modified Amino Acids

Key Words

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H-N-Me-DL-Ala-OH

CAS No. 600-21-5

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