50118
(4S)-4-Hydroxy-L-isoleucine
≥98.0% (TLC)
Sinônimo(s):
4-HYDROXYISOLEUCINE, HIL, (2S,3R,4S)-2-Amino-4-hydroxy-3-methylpentanoic acid
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About This Item
Fórmula empírica (Notação de Hill):
C6H13NO3
Número CAS:
Peso molecular:
147.17
Beilstein:
4128096
Número MDL:
Código UNSPSC:
12352209
eCl@ss:
32160406
ID de substância PubChem:
NACRES:
NA.26
Preço e disponibilidade não estão disponíveis no momento.
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Nome do produto
(4S)-4-Hydroxy-L-isoleucine, from fenugreek seeds, ≥98.0% (TLC)
fonte biológica
fenugreek seeds
Ensaio
≥98.0% (TLC)
Formulário
powder or flakes
atividade óptica
[α]/D +32.5±2.0°, c = 1 in H2O
cor
white to almost white
temperatura de armazenamento
2-8°C
cadeia de caracteres SMILES
C[C@H](O)[C@H](C)[C@H](N)C(O)=O
InChI
1S/C6H13NO3/c1-3(4(2)8)5(7)6(9)10/h3-5,8H,7H2,1-2H3,(H,9,10)/t3-,4-,5-/m0/s1
chave InChI
OSCCDBFHNMXNME-YUPRTTJUSA-N
Categorias relacionadas
Ações bioquímicas/fisiológicas
(4S)-4-Hydroxy-L-isoleucine (HIL) is a non-proteinogenic α amino acid produced by the activity of bacterial isoleucine dioxygenase(s). (2S,3R,4S)-HIL is being studied to understand its insulinotropic (anti-diabetic) and anti-obesity effects.
4-Hydroxyisoleucine (HIL) from fenugreek (Trigonella foenum-graecum) seeds is a potential insulinotropic (anti-diabetic) and anti-obesity amino acid. HIL stimulates glucose-dependent insulin secretion from pancreatic cells. HIL activates insulin receptor substrate-associated phosphoinositide 3 (PI3) kinase activity. HIL reduces plasma levels of triglycerides, free fatty acids and cholesterol.
Embalagem
Bottomless glass bottle. Contents are inside inserted fused cone.
Palavra indicadora
Warning
Frases de perigo
Declarações de precaução
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)
296.6 °F
Ponto de fulgor (°C)
147 °C
Equipamento de proteção individual
dust mask type N95 (US), Eyeshields, Gloves
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Mohammad Reza Haeri et al.
Phytotherapy research : PTR, 23(1), 61-64 (2008-08-06)
Fenugreek (Trigonella foenum graecum L) is a plant traditionally used for the treatment of diabetes. It contains an unusual amino acid, 4-hydroxyisoleucine, demonstrated to have insulinotropic and antidiabetic properties in animal models. Here we examine the effect of 4-hydroxyisoleucine on
Makoto Hibi et al.
Applied and environmental microbiology, 77(19), 6926-6930 (2011-08-09)
We determined the enzymatic characteristics of an industrially important biocatalyst, α-ketoglutarate-dependent l-isoleucine dioxygenase (IDO), which was found to be the enzyme responsible for the generation of (2S,3R,4S)-4-hydroxyisoleucine in Bacillus thuringiensis 2e2. Depending on the amino acid used as the substrate
Jun Ogawa et al.
Applied microbiology and biotechnology, 89(6), 1929-1938 (2010-11-12)
4-Hydroxyisoleucine (HIL) found in fenugreek seeds has insulinotropic and anti-obesity effects and is expected to be a novel orally active drug for insulin-independent diabetes. Here, we show that the newly isolated strain Bacillus thuringiensis 2e2 and the closely related strain
Tadigoppula Narender et al.
Bioorganic & medicinal chemistry letters, 16(2), 293-296 (2005-10-26)
Trigonella foenum-graecum, commonly known as fenugreek, is an annual herbaceous plant. From the seeds of T. foenum-graecum an unusual amino acid, 4-hydroxyisoleucine 5, has been isolated, which significantly decreased the plasma triglyceride levels by 33% (P<0.002), total cholesterol (TC) by
Y Sauvaire et al.
Diabetes, 47(2), 206-210 (1998-03-31)
We report the characterization of a new insulinotropic compound, 4-hydroxyisoleucine. This amino acid has been extracted and purified from fenugreek seeds, which are known in traditional medicine for their antidiabetic properties. 4-Hydroxyisoleucine increases glucose-induced insulin release, in the concentration range
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