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50118

Sigma-Aldrich

(4S)-4-Hydroxy-L-isoleucine

≥98.0% (TLC)

Sinonimo/i:

4-HYDROXYISOLEUCINE, HIL, (2S,3R,4S)-2-Amino-4-hydroxy-3-methylpentanoic acid

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About This Item

Formula empirica (notazione di Hill):
C6H13NO3
Numero CAS:
55399-93-4
Peso molecolare:
147.17
Beilstein:
4128096
Numero MDL:
MFCD07357252
Codice UNSPSC:
12352209
eCl@ss:
32160406
ID PubChem:
329757568
NACRES:
NA.26

product name

(4S)-4-Hydroxy-L-isoleucine, from fenugreek seeds, ≥98.0% (TLC)

Origine biologica

fenugreek seeds

Saggio

≥98.0% (TLC)

Forma fisica

powder or flakes

Attività ottica

[α]/D +32.5±2.0°, c = 1 in H2O

Colore

white to almost white

Temperatura di conservazione

2-8°C

Stringa SMILE

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
OSCCDBFHNMXNME-YUPRTTJUSA-N

Azioni biochim/fisiol

(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.

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H315,H319,H335

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

296.6 °F

Punto d’infiammabilità (°C)

147 °C

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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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
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
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
Lucie Jetté et al.
Current opinion in investigational drugs (London, England : 2000), 10(4), 353-358 (2009-04-02)
The plant fenugreek has been used for centuries as a treatment for diabetes. This article presents evidence that the major isomer of 4-hydroxyisoleucine, an atypical branched-chain amino acid derived from fenugreek, is responsible for the effects of this plant on
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