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Key Documents

N6877

Sigma-Aldrich

L-Norleucine

≥98% (TLC)

Synonym(s):

(S)-(+)-2-Aminohexanoic acid, (S)-2-Aminocaproic acid

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About This Item

Linear Formula:
CH3(CH2)3CH(NH2)CO2H
CAS Number:
Molecular Weight:
131.17
Beilstein:
1721750
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

Quality Level

Assay

≥98% (TLC)

form

powder

color

white

mp

>300 °C (lit.)

application(s)

detection

SMILES string

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

InChI

1S/C6H13NO2/c1-2-3-4-5(7)6(8)9/h5H,2-4,7H2,1H3,(H,8,9)/t5-/m0/s1

InChI key

LRQKBLKVPFOOQJ-YFKPBYRVSA-N

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Application


  • l-norleucine on high glucose-induced insulin sensitivity and mitochondrial function in skeletal muscle cells. This study explores the beneficial effects of L-Norleucine on insulin sensitivity and mitochondrial function, underlining its potential in metabolic pathway research and its application in managing diabetes through targeted amino acid therapy (Ding et al., 2024).

Biochem/physiol Actions

L-Norleucine is a synthetic amino acid commonly used as an internal standard.

Other Notes

Non-essential amino acid.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Troy Cellmer et al.
Proceedings of the National Academy of Sciences of the United States of America, 108(15), 6103-6108 (2011-03-29)
Determining the rate of forming the truly folded conformation of ultrafast folding proteins is an important issue for both experiments and simulations. The double-norleucine mutant of the 35-residue villin subdomain is the focus of recent computer simulations with atomistic molecular
Stefanie Geissler et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 78(1), 75-82 (2011-01-11)
Maltosine, a 3-hydroxy-4-pyridinone derivative of lysine formed in the course of the advanced Maillard reaction, is an effective metal chelating agent. It therefore represents an interesting compound for the treatment of metal ion storage diseases. We synthesized 6-(3-hydroxy-4-oxo-2-methyl-4(1H)-pyridin-1-yl)-l-norleucine (free maltosine)
Silvia Lisa et al.
Cellular and molecular life sciences : CMLS, 67(16), 2825-2838 (2010-05-11)
The conversion of the cellular prion protein (PrP(C)) into its disease-associated form (PrP(Sc)) involves a major conformational change and the accumulation of sulfoxidized methionines. Computational and synthetic approaches have shown that this change in the polarity of M206 and M213
Yu-Ying Yang et al.
Chemistry & biology, 17(11), 1212-1222 (2010-11-26)
The advances in bioorthogonal ligation methods have provided new opportunities for proteomic analysis of newly synthesized proteins, posttranslational modifications, and specific enzyme families using azide/alkyne-functionalized chemical reporters and activity-based probes. Efficient enrichment and elution of azide/alkyne-labeled proteins with selectively cleavable
Luana Bontempo et al.
Food chemistry, 318, 126426-126426 (2020-03-07)
Until now, there has been a lack of analytical methods that can reliably verify the authenticity of organically grown plants and derived organic food products. In this study, stable isotope ratio analysis of hydrogen (H, δ2H), carbon (C, δ13C), nitrogen

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