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151173

Sigma-Aldrich

Ninhydrin

ACS reagent

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C9H6O4
CAS Number:
Molecular Weight:
178.14
Beilstein:
1910963
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21
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grade

ACS reagent

Quality Level

description

identification and melting point passes test

form

solid

color

white to brownish white, crystals

mp

250 °C (dec.) (lit.)

solubility

H2O: passes test

suitability

passes test for sensitivity to amino acids

functional group

hydroxyl
ketone

SMILES string

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

InChI key

FEMOMIGRRWSMCU-UHFFFAOYSA-N

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General description

Ninhydrin, a tricyclic 1,2,3-trione,[1] is a useful organic building block.[2] It is an amino acid reagent, which reveals latent fingerprints on porous surfaces like paper, cardboard and raw wood. [3]
It is employed for nitrite detection in various samples, identifying contamination, and is also used as a colorimetric reagent.[4]

Application

Ninhydrin (Triketohydrindene hydrate) may be used as a reagent for the quantification of amino acids and peptides by photometric method[5] and colorimetric method.[6] 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.[7]
Used for the detection of free amino groups in amino acids, peptides and proteins.
Used in the detection and assay of peptides, amino acids, amines, and amino sugars yielding highly fluorescent ternary compounds with aldehydes and primary amines.[8][9] Reaction with sarcosine or proline gives azomethine ylides.[10]

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

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

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Gazzetta Chimica Italiana, 123, 137-137 (1993)
Holden.MH
To Be a Crime Scene Investigator (2006)
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
Tetrahedron, 34, 1285-1285 (1978)
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

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Discover the detection of milk adulteration by whey using spectrophotometric estimation of sialic acid in three different milk brands. Learn more about this essential technique in our application note.

Discover the detection of milk adulteration by whey using spectrophotometric estimation of sialic acid in three different milk brands. Learn more about this essential technique in our application note.

Discover the detection of milk adulteration by whey using spectrophotometric estimation of sialic acid in three different milk brands. Learn more about this essential technique in our application note.

Discover the detection of milk adulteration by whey using spectrophotometric estimation of sialic acid in three different milk brands. Learn more about this essential technique in our application note.

Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  3. what is the purity of this product

    1 answer
    1. Unfortunately, the purity is not determined for this product.

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