2-(trimethylazaniumyl)acetate

• ChemBase ID: 102294
• Molecular Formular: C5H11NO2
• Molecular Mass: 117.14634
• Monoisotopic Mass: 117.0789786
• SMILES: C[N+](C)(C)CC(=O)[O-]
• Canonical SMILES: [O-]C(=O)C[N+](C)(C)C
• InChI: InChI=1S/C5H11NO2/c1-6(2,3)4-5(7)8/h4H2,1-3H3
• InChIKey: KWIUHFFTVRNATP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(trimethylazaniumyl)acetate
• IUPAC Traditional name: glycine betaine; Bet
• Synonyms: Additive Screening Solution 40/Fluka kit no 78374; Betaine solution; (Carboxymethyl)trimethylammonium inner salt; Betaine; Lycine; Oxyneurine; βINE FREE BASE ANYHYDROUS; βINE, ANHYDROUS; Betaine; TMe; glycine betaine; betaine anhydroue; N,N,N-trimethylglycine; Trimethylglycine; Betaine, anhydrous; Betaine; 甜菜碱 溶液; 甜菜碱; 甘氨酸三甲胺内盐, 无水

Database IDs

• CAS Number: 107-43-7
• EC Number: 203-490-6; 231-791-2
• MDL Number: MFCD00012123
• Beilstein Number: 3537113
• Merck Index: 141179
• PubChem SID: 24848564; 24882186; 24891663; 162090169; 24851128; 24891511
• PubChem CID: 247
• CHEBI ID: 17750
• ATC CODE: A16AA06
• CHEMBL: 1182
• Chemspider ID: 242
• MeSH Name: Betaine
• Unique Ingredient Identifier: 3SCV180C9W
• Wikipedia Title: Trimethylglycine

CALCULATED PROPERTIES

• Acid pKa: 2.2595637
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -3.7238586
• LogD (pH = 7.4): -3.723654
• Log P: -4.494184
• Molar Refractivity: 52.8234 cm^3
• Polarizability: 11.840481 Å^3
• Polar Surface Area: 40.13 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: methanol: soluble0.1 g/mL, clear; methanol: soluble1 M at 20 °C, clear, colorless
• Melting Point: >300°C dec.; 301-305 °C (dec.); 310°C
• Density: 1.00 g/mL at 20 °C

Safety Information

• Storage Condition: 2-8°C, Desiccate
• Storage Warning: Hygroscopic
• RTECS: DS5900000
• German water hazard class: 2; 3
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (perchloric acid titration); ≥98.0% (NT); ≥99.0% (NT); 98%
• Concentration: 0.1 M; 5 M
• Grade: certified reference material; PCR Reagent; TraceCERT®
• Packaging: vial of 1.5 mL
• Impurities: ≤1% water; insoluble matters, passes filter test
• Cation Traces: Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; K: ≤50 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): ≤200 mg/kg; sulfate (SO42-): ≤200 mg/kg
• Foreign Activity: DNase, RNase, none detected
• Shelf Life: (limited shelf life, expiry date on the label)
• Product Line: BioUltra
• abs.: A1M/260 nm, methanol ≤0.08; A1M/280 nm, methanol ≤0.05
• Linear Formula: (CH3)3N+CH2COO-

DETAILS

MP Biomedicals - 05214414

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02101003

Free Base
Anhydrous

Sigma Aldrich - B0300

Application
The addition of betaine at a final concentration of 0.8-1.6M improves the amplification of DNA by reducing the formation of secondary structure in GC-rich regions. The addition of betaine has been reported to enhance the specificity of the polymerase chain reaction by eliminating the base pair composition dependence of DNA melting.1

Sigma Aldrich - 61962

Biochem/physiol Actions
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.1

Sigma Aldrich - B2629

Packaging
1 kg in poly bottle
50, 100 g in poly bottle
Biochem/physiol Actions
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.1
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.

Sigma Aldrich - 14290

Biochem/physiol Actions
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.1

Sigma Aldrich - 30056

General description
Certified content by quantitative NMR incl. uncertainty and expiry are given in the certificate.Download your certificate at: http://www.sigma-aldrich.com.
Biochem/physiol Actions
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.1
Legal Information
TraceCERT is a registered trademark of Sigma-Aldrich Co. LLC