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42623

Sigma-Aldrich

Butyryl-L-carnitine

≥97.0% (TLC)

Synonym(s):

(2R)-3-Carboxy-N,N,N-trimethyl-2-(1-oxobutoxy)-1-propanaminium inner salt, Butanoyl-L-carnitine, C4-Carnitine

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About This Item

Empirical Formula (Hill Notation):
C11H21NO4
CAS Number:
25576-40-3
Molecular Weight:
231.29
MDL number:
MFCD01674827
UNSPSC Code:
12352200
PubChem Substance ID:
329756249
NACRES:
NA.26

Quality Level

100

Assay

≥97.0% (TLC)

form

powder, crystals or chunks

optical activity

[α]/D -23±2°, c = 1 in H2O

color

white to off-white

storage temp.

2-8°C

SMILES string

C[N+](C)(C)C[C@H](OC(CCC)=O)CC([O-])=O

InChI

1S/C11H21NO4/c1-5-6-11(15)16-9(7-10(13)14)8-12(2,3)4/h9H,5-8H2,1-4H3/t9-/m1/s1

InChI key

QWYFHHGCZUCMBN-SECBINFHSA-N

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Application


  • Lead exposure induces metabolic reprogramming in rat models.: This study by Mani MS et al. investigates the metabolic effects of lead exposure in rat models, focusing on the biochemical pathways affected. The research highlights the role of butyryl-ʟ-carnitine in counteracting lead-induced metabolic disruptions, suggesting its potential therapeutic applications in mitigating heavy metal toxicity (Mani et al., 2020).

Biochem/physiol Actions

Butyrylcarnitine is elevated in patients with Acyl-CoA dehydrogenase, short-chain (SCAD) deficiency, in infants with acute acidosis and generalized muscle weakness and in middle-aged patients with chronic myopathy localized in muscle; very long chain Acyl-CoA dehydrogenase deficiency, and celiac disease.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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R Golan et al.
International journal of andrology, 6(4), 349-357 (1983-08-01)
Bioautography of human semen demonstrated the presence of L-carnitine, acetylcarnitine, propionylcarnitine and C4-acylcarnitines (butyrylcarnitines). In studies designed to ascertain the organs secreting these compounds into semen it was found that: Quantitative analyses of semen obtained pre- and post-vasectomy showed markedly
Sarah P Young et al.
Clinica chimica acta; international journal of clinical chemistry, 337(1-2), 103-113 (2003-10-22)
Homozygosity and compound heterozygosity for the short chain acyl-CoA dehydrogenase (SCAD) gene sequence variants 625G-->A and 511C-->T are associated with ethylmalonic aciduria (EMA), a biochemical indicator of SCAD deficiency. The clinical and biochemical implications of these variants are not fully
S Benito et al.
The Analyst, 143(18), 4448-4458 (2018-08-29)
Pediatric chronic kidney disease (CKD) is a clinical syndrome characterized by renal hypofunction occurring due to gradual and irreversible kidney damage that can further progress over time. New biomarkers may help early diagnosis of pediatric patients suffering from CKD and
A Bhala et al.
The Journal of pediatrics, 126(6), 910-915 (1995-06-01)
We identified two additional patients with short-chain acyl-coenzyme A (CoA), further characterized the clinical and biochemical features of this defect, and compared it with other fatty acid oxidation defects. We have measured the in vitro short-chain acyl-coenzyme A dehydrogenase (SCAD)
Josiane Joseph et al.
Metabolites, 8(4) (2018-10-05)
Duchenne muscular dystrophy (DMD) is a musculoskeletal disorder that causes severe morbidity and reduced lifespan. Individuals with DMD have an X-linked mutation that impairs their ability to produce functional dystrophin protein in muscle. No cure exists for this disease and
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