Sarcosine methyl ester hydrochloride
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Sarcosine methyl ester hydrochloride

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Category
Other Unnatural Amino Acids
Catalog number
BAT-005725
CAS number
13515-93-0
Molecular Formula
C4H9NO2.HCl
Molecular Weight
139.60
Sarcosine methyl ester hydrochloride
IUPAC Name
methyl 2-(methylamino)acetate;hydrochloride
Synonyms
Glycine, N-methyl-, methyl ester, hydrochloride (1:1); Sar-OMe HCl; N-Methylglycine methyl ester hydrochloride; Methyl methylglycinate hydrochloride; Methyl N-methylglycinate hydrochloride; Methyl sarcosinate hydrochloride
Related CAS
1628562-83-3 (Deleted CAS) 5473-12-1 (free base)
Appearance
White to off-white powder
Purity
≥95%
Storage
Store at 2-8°C
InChI
InChI=1S/C4H9NO2.ClH/c1-5-3-4(6)7-2;/h5H,3H2,1-2H3;1H
InChI Key
HQZMRJBVCVYVQA-UHFFFAOYSA-N
Canonical SMILES
CNCC(=O)OC.Cl
1.Fluorinated Tetraphosphonate Cavitands
Molecules. 2018 Oct 17;23(10):2670. doi: 10.3390/molecules23102670.
Two synthetic protocols for the introduction of fluorine atoms into resorcinarene-based cavitands, at the lower and upper rim, respectively, are reported. Cavitand 1 , bearing four fluorocarbon tails, and cavitand 2 , which presents a fluorine atom on the para position of a diester phosphonate phenyl substituent, were synthesized and their complexation abilities toward the model guest sarcosine methyl ester hydrochloride were evaluated via NMR titration experiments. The effect of complexation on the 19 F NMR resonance of the probe is evident only in the case of cavitand 2 , where the inset of the cation-dipole and H-bonding interactions between the P=O bridges and the guest is reflected in a sizable downfield shift of the fluorine probe.
2.Poly(N-acryloylsarcosine methyl ester) protein-resistant surfaces
J Phys Chem B. 2005 Nov 10;109(44):20923-8. doi: 10.1021/jp052767p.
A new class of protein-resistant film based on N-substituted glycine derivatives is described. Pulsed plasma deposited poly(N-acryloylsarcosine methyl ester) coatings are shown to be resistant toward the adsorption of fibrinogen and lysozyme. Deposition and UV irradiation of the polymer through a masked grid are found to be effective ways for generating negative and positive image protein arrays, respectively, onto a range of different substrate materials.
3.Transglutaminase and cellular motile events: retardation of proinsulin conversion by glycine methylester
Biosci Rep. 1985 Jul;5(7):581-7. doi: 10.1007/BF01117071.
Glycine methyl ester, an inhibitor of transglutaminase, decreased glucose-stimulated insulin release and delayed proinsulin conversion in rat pancreatic islets pulse-labelled with L-[4-3H]phenylalanine. Sarcosine methyl ester, which does not inhibit transglutaminase activity, failed to affect insulin release and proinsulin conversion. The incorporation of L-[4-3H]phenylalanine into islet peptides, the ratio of hormonal to total tritiated peptides and the insulin content of the islets failed to be affected by either of these methyl esters. It is proposed that transglutaminase participates in the control of motile events involved in both the transfer of proinsulin from its site of synthesis to its site of conversion, and the translocation of insulin from its site of storage to its site of release.
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