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G6600

Sigma-Aldrich

Glycine methyl ester hydrochloride

99%, for peptide synthesis

Synonym(s):

Glycine methyl ester·HCl, Methyl glycinate hydrochloride

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About This Item

Linear Formula:
NH2CH2COOCH3 · HCl
CAS Number:
5680-79-5
Molecular Weight:
125.55
Beilstein:
3593644
EC Number:
227-139-1
MDL number:
MFCD00012870
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24895262
NACRES:
NA.22
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Product Name

Glycine methyl ester hydrochloride, 99%

Quality Level

200

Assay

99%

form

powder, crystals or chunks

reaction suitability

reaction type: solution phase peptide synthesis

color

white

mp

175 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

Cl.COC(=O)CN

InChI

1S/C3H7NO2.ClH/c1-6-3(5)2-4;/h2,4H2,1H3;1H

InChI key

COQRGFWWJBEXRC-UHFFFAOYSA-N

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General description

Glycine methyl ester hydrochloride, also known as methyl glycinate hydrochloride, is a derivative of glycine, used in the preparation of amino acids and organic compounds.

Application

Glycine methyl ester hydrochloride is used to synthesize cyclophosphazene compounds with amino acid esters as side groups. Additionally, it can be utilized to synthesize peptides in aqueous medium, which makes it a green method for peptide formation. [1] [2]

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBL0699
STBJ6067
STBH3052
STBF7840V
STBD9571V

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A green protocol for peptide bond formation in WEB
M Konwar
Tetrahedron Letters, 57, 2283-2285 (2016)
The investigation of thermosensitive properties of phosphazene derivatives bearing amino acid ester groups
A Uslu
Journal of Molecular Structure, 1136, 90-99 (2017)
J M Delfino et al.
International journal of peptide and protein research, 21(4), 440-450 (1983-04-01)
The reactivity of the carboxyl groups in bovine growth hormone was studied by reaction with 1-ethyl-3(3-dimethylaminopropyl) carbodiimide in the presence of an excess of glycinemethylester. Localization in the molecule of the various kinetically distinguishable carboxyl groups was achieved. Highest reactivity
Vincenzo Santagada et al.
Journal of combinatorial chemistry, 7(4), 618-621 (2005-07-12)
An easy and convenient microwave-assisted synthesis of N-alkylated glycine methyl esters is described. Parallel and nonparallel combinatorial methods are described and compared. The described reactions are reductive alkylations of several aldehydes and glycine methyl ester in the presence of NaBH3CN.
Wenzhong Gao et al.
Organic letters, 7(19), 4241-4244 (2005-09-09)
[reaction: see text] A novel Cu(I)-catalyzed asymmetric 1,3-dipolar cycloaddition of azomethine ylides with acrylates has been developed. Up to 98/2 exo/endo selectivity and up to 98% enantiomeric excess have been achieved.
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Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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