All Photos(4)

B2629

Sigma-Aldrich

Betaine

≥98% (perchloric acid titration)

Synonym(s):
Oxyneurine, Trimethylglycine, (Carboxymethyl)trimethylammonium inner salt
Linear Formula:
(CH3)3N+CH2COO-
CAS Number:
Molecular Weight:
117.15
Beilstein:
3537113
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

biological source

sugar beets

Quality Level

assay

≥98% (perchloric acid titration)

form

powder or crystals

mp

310 °C (dec.)

solubility

water: 50 mg/mL, clear, colorless to faintly yellow

storage temp.

2-8°C

SMILES string

C[N+](C)(C)CC([O-])=O

InChI

1S/C5H11NO2/c1-6(2,3)4-5(7)8/h4H2,1-3H3

InChI key

KWIUHFFTVRNATP-UHFFFAOYSA-N

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General description

Betaine is a quaternary ammonium zwitterion, extensively present in animals, plants and microorganisms. It also forms a good dietary source as it is found in wheat, spinach, shellfish and sugar beets. Betaine is a methyl derivative of the amino acid glycine. It is known by different names such as trimethylglycine, glycine betaine, lycine and oxyneurine.

Application

Betaine has been used to study the effects of antioxidants on regrowth from cryopreservation.

Packaging

1 kg in poly bottle
50, 100 g in poly bottle

Biochem/physiol Actions

Apart from betaine taking part in transmethylation, it acts as an organic osmolyte in protecting cells under stress. This is being significantly observed in plants and microorganisms. Betaine is also known to increase the levels of S-adenosylmethionine and thus this might reduce the effects of hepatic steatosis.
End-product of oxidative metabolism of choline, betaine is a general methyl donor, in particular in a minor pathway of methionine biosynthesis. It is used to treat homocystinuria, which is a defect in the major pathway of methionine biosynthesis.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. B2629.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Storage Class Code

11 - Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Antioxidant and anti-stress compounds improve regrowth of cryopreserved Rubus shoot tips
Uchendu EE, et al.
In Vitro Cellular & Developmental Biology, 46(4), 386-393 (2010)
L Garcia-Gonzalez et al.
International journal of food microbiology, 129(3), 253-263 (2009-01-23)
High pressure carbon dioxide (HPCD) treatment is currently considered as an attractive non-thermal process for preserving food. Industrial application of this technique requires, among others, systematic (quantitative) data on the inactivation of food relevant pathogenic and spoilage microorganisms, and in-depth...
Mireille M Kattar et al.
Journal of clinical microbiology, 46(12), 3935-3940 (2008-10-17)
Brucellosis remains an important anthropozoonosis worldwide. Brucella species are genetically homogeneous, and thus, the typing of Brucella species for epidemiological purposes by conventional molecular typing methods has remained elusive. Although many methods could segregate isolates into the phylogenetically recognized taxa...
Stuart A S Craig
The American journal of clinical nutrition, 80(3), 539-549 (2004-08-24)
Betaine is distributed widely in animals, plants, and microorganisms, and rich dietary sources include seafood, especially marine invertebrates ( approximately 1%); wheat germ or bran ( approximately 1%); and spinach ( approximately 0.7%). The principal physiologic role of betaine is...
Bernd C Schwahn et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 17(3), 512-514 (2003-01-29)
Hyperhomocysteinemia, a proposed risk factor for cardiovascular disease, is also observed in other common disorders. The most frequent genetic cause of hyperhomocysteinemia is a mutated methylenetetrahydrofolate reductase (MTHFR), predominantly when folate status is impaired. MTHFR synthesizes a major methyl donor...

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