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Merck

H6515

Sigma-Aldrich

L-Homoserine

Sinónimos:

(S)-2-Amino-4-hydroxybutyric acid, Hse

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About This Item

Fórmula lineal:
HOCH2CH2CH(NH2)CO2H
Número de CAS:
Peso molecular:
119.12
Beilstein/REAXYS Number:
1721681
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

assay

≥98% (TLC)

form

powder

color

white to off-white

mp

203 °C (dec.) (lit.)

application(s)

cell analysis
detection

SMILES string

N[C@@H](CCO)C(O)=O

InChI

1S/C4H9NO3/c5-3(1-2-6)4(7)8/h3,6H,1-2,5H2,(H,7,8)/t3-/m0/s1

InChI key

UKAUYVFTDYCKQA-VKHMYHEASA-N

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General description

L-Homoserine is a variant of serine with an additional carbon on its side chain.

Application

L-Homoserine has been used as an internal standard for neurotransmitter analysis and amino acids quantification.

Biochem/physiol Actions

L-Homoserine is synthesized by deoxidation process, catalysed by homoserine dehydrogenase. This is one of the steps in the synthesis of L-threonine. The carbon flux in in bacteria such as E. coli is maintained by this reaction.
L-Homoserine is used in the biosynthesis of methionine, threonine and isoleucine.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Reprogramming Microbial Metabolic Pathways, 288-288 (2012)
Chiral recognition of non-natural ?-amino acids
Gal JF, et al.
International Journal of Mass Spectrometry, 222(1?3), 259-267 (2003)
Neurotoxic effect of maneb in rats as studied by neurochemical and immunohistochemical parameters
Nielsen BS, et al.
Environmental Toxicology and Pharmacology, 21(3), 268-275 (2006)
Minsang Lee et al.
The Plant journal : for cell and molecular biology, 41(5), 685-696 (2005-02-11)
Homoserine kinase (HSK) produces O-phospho-l-homoserine (HserP) used by cystathionine gamma-synthase (CGS) for Met synthesis and threonine synthase (TS) for Thr synthesis. The effects of overexpressing Arabidopsis thaliana HSK, CGS, and Escherichia coli TS (eTS), each controlled by the 35S promoter
Joseph D Moore et al.
Chembiochem : a European journal of chemical biology, 15(3), 435-442 (2014-01-31)
Many bacteria regulate gene expression through a cell-cell signaling process called quorum sensing (QS). In proteobacteria, QS is largely mediated by signaling molecules known as N-acylated L-homoserine lactones (AHLs) and their associated intracellular LuxR-type receptors. The design of non-native small

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