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33437

Sigma-Aldrich

Ninhydrin

puriss. p.a., ≥99%

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:
485-47-2
Molecular Weight:
178.14
Beilstein:
1910963
EC Number:
207-618-1
MDL number:
MFCD00003791
UNSPSC Code:
12352100
PubChem Substance ID:
329754547

grade

puriss. p.a.

Assay

≥99%

ign. residue

≤0.1% (as SO4)

pH

4.6-5.0 (20 °C, 1%)

mp

250 °C (dec.) (lit.)

storage temp.

2-8°C

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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Application

Ninhydrin (triketohydrindene hydrate) may be used as reagent for the quantification of amino acids and peptides by photometric method[1] and colorimetric method.[2] 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.[3]
Used for the detection of free amino groups in amino acids, peptides and proteins.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319

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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Certificates of Analysis (COA)

Lot/Batch Number
BCBS0473V
SZBG0060V
SZBG0060
SZBF2100V

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Photometric ninhydrin method for use in the chromatography of amino acids.
S MOORE et al.
The Journal of biological chemistry, 176(1), 367-388 (1948-10-01)
The determination of amino-acids with ninhydrin.
Yemm EW, et al.
Analyst, 80(948), 209-214 (1955)
Chao Li et al.
Journal of biomaterials science. Polymer edition, 23(1-4), 405-424 (2011-02-12)
Biomaterials have been playing important roles in cartilage regeneration. Although many scaffolds have been reported to enhance cartilage regeneration, none of the scaffolds available are optimal regarding mechanical properties, integration with host cartilage and providing proper micro-environment for chondrocyte attachment
Mohd Akram et al.
Colloids and surfaces. B, Biointerfaces, 94, 220-225 (2012-03-01)
The interaction of nickel dipeptide complex [Ni(II)-Gly-Tyr](+) with ninhydrin has been investigated in the absence and presence of cationic cetyltrimethylammonium bromide (CTAB) and gemini (16-s-16, s=4, 5, 6) surfactants spectrophotometrically at 80°C and pH 5.0. The product formed was the
Darren B Hansen et al.
Chemical Society reviews, 34(5), 408-417 (2005-04-27)
Following its discovery by Siegfried Ruhemann in 1910, ninhydrin rapidly became a practical analytical tool. In 1954 it was found to be an important reagent to develop fingerprints on porous surfaces. Since its use in forensic chemistry, many efforts have
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