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Key Documents

151173

Sigma-Aldrich

Ninhydrin

ACS reagent

Sinonimo/i:

1,2,3-Indantrione monohydrate, 2,2-Dihydroxy-1,3-indanedione, Trioxohydrindene monohydrate

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About This Item

Formula empirica (notazione di Hill):
C9H6O4
Numero CAS:
Peso molecolare:
178.14
Beilstein:
1910963
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.21

Grado

ACS reagent

Livello qualitativo

Descrizione

identification and melting point passes test

Forma fisica

solid

Colore

white to brownish white, crystals

Punto di fusione

250 °C (dec.) (lit.)

Solubilità

H2O: passes test

Compatibilità

passes test for sensitivity to amino acids

Stringa SMILE

OC1(O)C(=O)c2ccccc2C1=O

InChI

1S/C9H6O4/c10-7-5-3-1-2-4-6(5)8(11)9(7,12)13/h1-4,12-13H
FEMOMIGRRWSMCU-UHFFFAOYSA-N

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Descrizione generale

Ninhydrin, a tricyclic 1,2,3-trione, is a useful organic building block. It is an amino acid reagent, which reveals latent fingerprints on porous surfaces like paper, cardboard and raw wood.
It is employed for nitrite detection in various samples, identifying contamination, and is also used as a colorimetric reagent.

Applicazioni

Ninhydrin (Triketohydrindene hydrate) may be used as a reagent for the quantification of amino acids and peptides by photometric method and colorimetric method. It may be used to prepare the ninhydrin reagent, by mixing ninhydrin and hydrindantin (reduced form of ninhydrin) in dimethyl sulfoxide. This reagent is used in manual ninhydrin method for the quantitative determination of amino acids.
Used in the detection and assay of peptides, amino acids, amines, and amino sugars yielding highly fluorescent ternary compounds with aldehydes and primary amines. Reaction with sarcosine or proline gives azomethine ylides.
Used for the detection of free amino groups in amino acids, peptides and proteins.

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


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E Curotto et al.
Analytical biochemistry, 211(2), 240-241 (1993-06-01)
Chitosans were quantified with ninhydrin, a reagent normally used for recognizing and quantifying amino groups. The reaction was time dependent and there was no effect when different acids were added to the mixture. This method was used to determine the
Tetrahedron, 34, 1285-1285 (1978)
Gazzetta Chimica Italiana, 123, 137-137 (1993)
Shao-Ru Wang et al.
Advanced science (Weinheim, Baden-Wurttemberg, Germany), 7(13), 1903770-1903770 (2020-07-17)
CRISPR (clustered regularly interspaced short palindromic repeats) systems have been established as valuable genome-editing tools. Controlling CRISPR systems has high biological significance and this field has garnered intense interest. There is a considerable need for simple approaches with no need
Isomerization of Ninhydrin-Heterocyclic Ketene Aminal Adducts: Kinetic versus Thermodynamic Control, Solvent Dependency and Mechanism.
Chen N, et al.
European Journal of Organic Chemistry, 28, 6210-6218 (2014)

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