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412201

Sigma-Aldrich

L-Serine methyl ester hydrochloride

98%, for peptide synthesis

Synonym(s):

L-Serine methyl ester·HCl

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About This Item

Linear Formula:
HOCH2CH(NH2)COOCH3 · HCl
CAS Number:
5680-80-8
Molecular Weight:
155.58
Beilstein:
3559591
EC Number:
227-140-7
MDL number:
MFCD00063680
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24865794
NACRES:
NA.22

product name

L-Serine methyl ester hydrochloride, 98%

Assay

98%

form

powder

optical activity

[α]20/D +3.4°, c = 4 in methanol

reaction suitability

reaction type: solution phase peptide synthesis

mp

163 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

Cl.COC(=O)[C@@H](N)CO

InChI

1S/C4H9NO3.ClH/c1-8-4(7)3(5)2-6;/h3,6H,2,5H2,1H3;1H/t3-;/m0./s1

InChI key

NDBQJIBNNUJNHA-DFWYDOINSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Sigma-Aldrich

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Chemistry (Weinheim an der Bergstrasse, Germany), 13(17), 4840-4848 (2007-03-17)
A new chiral serine equivalent and its enantiomer have been synthesized from (S)- and (R)-N-Boc-serine methyl esters (Boc: tert-butyloxycarbonyl). The use of these compounds as chiral building blocks has been demonstrated in the synthesis of alpha-alkyl alpha-amino acids by diastereoselective
Ernest Mordret et al.
Molecular cell, 75(3), 427-441 (2019-07-30)
The translation machinery and the genes it decodes co-evolved to achieve production throughput and accuracy. Nonetheless, translation errors are frequent, and they affect physiology and protein evolution. Mapping translation errors in proteomes and understanding their causes is hindered by lack
Dragana Ahel et al.
FEBS letters, 579(20), 4344-4348 (2005-08-02)
Seryl-tRNA synthetases (SerRSs) fall into two distinct evolutionary groups of enzymes, bacterial and methanogenic. These two types of SerRSs display only minimal sequence similarity, primarily within the class II conserved motifs, and possess distinct modes of tRNA(Ser) recognition. In order
Cédric Couturier et al.
Organic letters, 8(10), 2183-2186 (2006-05-05)
[reaction: see text] Reaction of N,N-dibenzyl-O-methylsulfonyl serine methyl ester with a variety of heteronucleophiles (sodium azide, sodium phthalimide, amines, thiols) and carbanions (sodium malonate) gave, via an aziridinium intermediate, the corresponding beta-amino or alpha,beta-diamino ester in good to excellent yield.
J Sélambarom et al.
Carbohydrate research, 330(1), 43-51 (2001-02-24)
The reaction of L-serine methyl ester hydrochloride (1) with paraformaldehyde (2) in dichloromethane in the presence of triethylamine afforded a novel compound: [lS,2S,6S,7S]-1,6-diaza-4,9-dioxa-2,7-dimethoxycarbonylbicyclo[4.4.1]undecane (4) as a 2:3 adduct of 1 with 2. 1H and 13C NMR spectroscopy were unable to
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