Glycine betaine aldehyde

Names
IUPAC name

N,N,N-Trimethylglycinium

Systematic IUPAC name

N,N,N-Trimethyl-2-oxoethan-1-aminium

Other names

Betaine aldehyde

Identifiers

CAS Number

* 7418-61-3 Y
* 7758-31-8 (chloride salt)

3D model (JSmol)

* Interactive image

ChEBI |

* CHEBI:15710

ChemSpider |

* 244

KEGG |

* C00576

PubChem CID

* 249

UNII |

* DEI7V5X7RB Y

CompTox Dashboard (EPA)

* DTXSID20225152

InChI

* InChI=1/C5H12NO/c1-6(2,3)4-5-7/h5H,4H2,1-3H3/q+1

Key: SXKNCCSPZDCRFD-UHFFFAOYAL

SMILES

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

Properties

Chemical formula

| C5H12NO
Molar mass | 102.157 g·mol−1

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Infobox references

Chemical compound

Glycine betaine aldehyde, often simply called betaine aldehyde,[1] is an intermediate in the metabolism of glycine, serine and threonine. The human aldehyde dehydrogenase (EC 1.2.1.3) stimulates the transformation of betaine aldehyde to glycine betaine. Betaine aldehyde is a substrate for choline dehydrogenase (mitochondrial).[2]

## Chemical structure

[edit]

Glycine betaine aldehyde is a short chain aldehyde and quaternary ammonium compound. It can be considered a derivative of the amino acid glycine. Its chemical formula is C5H12NO+.

## Biological function

[edit]

Glycine betaine aldehyde is a component of glycine, serine and threonine metabolism. It also serves as an osmolyte.

It can be found in cytoplasm and mitochondria within the kidney, neurons, and stratum corneum.[3]

## References

[edit]

1. ^ Betaine aldehyde Archived 2007-11-24 at the Wayback Machine, Biological Magnetic Resonance Data Bank
2. ^ Yilmaz JL, Bülow L. (December 2002). "Enhanced stress tolerance in Escherichia coli and Nicotiana tabacum expressing a betaine aldehyde dehydrogenase/choline dehydrogenase fusion protein". Biotechnol. Prog. 18 (6): 1176–82. doi:10.1021/bp020057k. PMID 12467448. S2CID 8054758.
3. ^ [1], Human Metabolome Database

*[CID]: Compound ID
*[EPA]: U.S. Environmental Protection Agency