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M0506

Sigma-Aldrich

N-Methyl-DL-alanine

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About This Item

Empirical Formula (Hill Notation):
C4H9NO2
CAS Number:
Molecular Weight:
103.12
MDL number:
UNSPSC Code:
12352200
eCl@ss:
32160406
PubChem Substance ID:

assay

≥98% (TLC)

form

powder

color

white

SMILES string

CNC(C)C(O)=O

InChI

1S/C4H9NO2/c1-3(5-2)4(6)7/h3,5H,1-2H3,(H,6,7)

InChI key

GDFAOVXKHJXLEI-UHFFFAOYSA-N

Biochem/physiol Actions

N-Methyl-DL-alanine may be used in studies of amino acid transport mechanisms such as trans-stimulation. N-Methylalanine may be used in the construction of peptide and protein analogues for use in drug or antibiotic design and development.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Renata Perlikowska et al.
Basic & clinical pharmacology & toxicology, 106(2), 106-113 (2009-10-31)
A series of endomorphin-1 (EM-1) and endomorphin-2 (EM-2) analogues, containing non-cyclic amino acids (Ala, D-Ala, beta-Ala, NMeAla, D-NMeAla or Sar) instead of Pro in position 2 was synthesized, where NMeAla = N-methylalanine and Sar = N-methylglycine, sarcosine. The opioid activity
Bang-zhi Zhang et al.
Peptides, 31(4), 568-573 (2010-01-05)
The actinomycin D (AMD) analogs in which the D-valine residues (the second amino acid residue in the cyclic depsipeptide of AMD) and the N-methyl-L-valine residues (the fifth amino acid residue in the cyclic depsipeptide of AMD) were replaced with D-Phe
G E Mann et al.
The Journal of physiology, 416, 485-502 (1989-09-01)
1. Epithelial uptake and efflux of the non-metabolized system A analogue 2-methylaminoisobutyric acid (MeAIB) and L-serine were studied in the isolated perfused rat pancreas using a dual tracer loading and wash-out technique. Uptakes of 2-[14C]MeAIB and L-[3H]serine were measured relative
D Gazis et al.
International journal of peptide and protein research, 23(1), 78-83 (1984-01-01)
Substituting sarcosine or N-methylalanine for proline in the inhibitory vasopressin analogs dPAVP and d(CH2)5AVP had the following effects: 1) milk ejection and antidiuretic activities were severely depressed, 2) pressor antagonism was maintained but weakened somewhat, and 3) antagonism in the
Z Grzonka et al.
International journal of peptide and protein research, 25(4), 375-381 (1985-04-01)
The 600 MHz proton n.m.r. spectra of (sarcosyl7)-oxytocin and (N-methylalanyl7) oxytocin in 2H2O solution have been recorded and completely assigned. In each case the spectrum indicates the presence of two slowly interconverting conformers, which are the cis-trans isomers about the

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