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A6706

Sigma-Aldrich

O-Acetyl-L-carnitine hydrochloride

≥99% (titration)

Sinônimo(s):

Acetyl L-carnitine HCl, (R)-3-Acetoxy-4-(trimethylammonio)butyrate hydrochloride, ALC, ALCAR, R-(−)-2-Acetyloxy-3-carboxy-N,N,N-trimethyl-1-propanaminium chloride

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About This Item

Fórmula empírica (Notação de Hill):
C9H17NO4 · HCl
Número CAS:
Peso molecular:
239.70
Beilstein:
4340103
Número MDL:
Código UNSPSC:
12352204
ID de substância PubChem:
NACRES:
NA.83

product name

O-Acetyl-L-carnitine hydrochloride, ≥99% (titration), powder

fonte biológica

synthetic

Ensaio

≥99% (titration)

forma

powder

atividade óptica

[α]25/D −28°, c = 2 in H2O(lit.)

cor

white to off-white

pf

194 °C

solubilidade

H2O: 100 mg/mL

aplicação(ões)

cell analysis

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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

InChI

1S/C9H17NO4.ClH/c1-7(11)14-8(5-9(12)13)6-10(2,3)4;/h8H,5-6H2,1-4H3;1H/t8-;/m1./s1

chave InChI

JATPLOXBFFRHDN-DDWIOCJRSA-N

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Descrição geral

Acetyl-L-carnitine (ALC/ALCAR), a quasi-vitamin is a metabolite of carnitine, present in mammalian plasma and tissues. It is the acetylated form of L-carnitine (LC). ALCAR is used as a dietary supplement. It is present at high level in the hypothalamus.

Aplicação

O-Acetyl-L-carnitine hydrochloride has been used:
  • as a bioactive compound to study its effect on the proliferation of B-lymphoblastoid cell lines (BLCL) and its immune modulating properties on influenza virus specific human B and T cell responses in vitro
  • as in vitro maturation (IVM) media component to study its effects on lamb oocyte blastocyst rate, ultrastructure and mitochondrial DNA copy number
  • as a metabolite/chemical standard to quantify the metabolite levels in murine tumor interstitial fluid

Ações bioquímicas/fisiológicas

Acetyl L-carnitine (ALC) plays a vital role in intermediary metabolism and in improving female fertility. The oxidative and metabolic status of the female reproductive system is controlled by ALC. ALC possesses cholinomimetic and anti-inflammatory effects. It controls γ-amino butyric acid (GABA) system. ALC is capable of modifying the rate of glucose usage in the brain. It also possesses a neuroprotective role in the developing brain.
Endogenous mitochondrial metabolite that transports acetyl groups across the mitochondrial membrane. Exogenous acetylcarnitine enhances mitochondrial function in aged rats. As an acetate donor to coenzyme A, it increases the central and peripheral acetylcholine synthesis and function. Acetylcarnitine has antinociceptive activity that may be mediated by enhanced activity of muscarinic cholinergic receptors or mGlu2 glutamate receptors.

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


Certificados de análise (COA)

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Studies have suggested that oxidative stress may contribute to the pathogenesis of mental disorders. In this context, molecules with antioxidant activity may be promising agents in the treatment of these deleterious conditions. Acetyl-L-carnitine (ALC) is a multi-target molecule that modulates
Role of L-carnitine in female infertility
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The purpose of this study was to quantitatively compare the results of pivot-shift test between knees with anterior cruciate ligament (ACL) injury with and without anterolateral capsule (ALC) injury detected on MRI. ALC injury was hypothesized to worsen rotatory knee
Isolation and Quantification of Metabolite Levels in Murine Tumor Interstitial Fluid by LC/MS
Ambrogio C, et al.
Bio-protocol, 25G-25G (2015)

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