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D2625

Sigma-Aldrich

Dansyl chloride

Dansyl chloride

BioReagent, suitable for amino acid labeling, powder and chunks, ≥99% (HPLC)

Synonym(s):

5-(Dimethylamino)naphthalene-1-sulfonyl chloride, DNSCl

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About This Item

Empirical Formula (Hill Notation):
C12H12ClNO2S
CAS Number:
605-65-2
Molecular Weight:
269.75
Beilstein:
2217205
EC Number:
210-092-6
MDL number:
MFCD00003985
UNSPSC Code:
12352101
PubChem Substance ID:
24893700
NACRES:
NA.26
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product line

BioReagent

Quality Level

200

Assay

≥99% (HPLC)

form

powder and chunks

color

yellow to yellow-orange

mp

72-74 °C (lit.)

solubility

acetone: 20 mg/mL

suitability

suitable for amino acid labeling

storage temp.

2-8°C

SMILES string

CN(C)c1cccc2c(cccc12)S(Cl)(=O)=O

InChI

1S/C12H12ClNO2S/c1-14(2)11-7-3-6-10-9(11)5-4-8-12(10)17(13,15)16/h3-8H,1-2H3

InChI key

XPDXVDYUQZHFPV-UHFFFAOYSA-N

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Application

A fluorogenic reagent for fluorescent N-terminal derivatization of amino acids and peptides and detection by reverse phase HPLC.
Dansyl chloride has been used:
  • as a fluorogenic reagent for fluorescent N-terminal derivatization of amino acids and peptides and detection by reverse phase high performance liquid chromatography (HPLC)[1]
  • in the derivatization of plasma samples[2][3]
  • in the quantification of immobilized alkaline phosphatase[4]

Biochem/physiol Actions

Dansyl chloride is a sulfonyl chloride compound. It is used to end tag amino groups of peptides and proteins.[5] Dansyl chloride is used for derivatization of free amino acids and amines[6] in neural samples and biological fluids.[7] It is used to study fluorescent conjugates of albumin, protein conformational changes studies and active site characterization.[7]

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H290,H314

Hazard Classifications

Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM9498
BCCL1089
BCCH0297
BCCG9444
BCCD2739

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Simultaneous separation and quantitation of amino acids and polyamines of forest tree tissues and cell cultures within a single high-performance liquid chromatography run using dansyl derivatization
Minocha R and Long S
Journal of Chromatography A, 1035(1), 63-73 (2004)
The effects of different processing conditions on biogenic amine formation and some qualitative properties in pastirma
Hazar FY, et al.
Journal of Food Science and Technology, 54(12), 3892-3898 (2017)
A sensitive fluorescence technique using dansyl chloride to assess hair damage
Sandhu SS and Robbins CR
Journal of Society of Cosmetic Chemists of Japan, 40, 287-296 (1989)
Measuring the poise of thiol/disulfide couples in vivo
Jones DP and Liang Y
Free radical biology & medicine, 47(10), 1329-1338 (2009)
Covalent protein immobilization on glass surfaces: Application to alkaline phosphatase
Taylor RH, et al.
Journal of Biotechnology, 118(3), 265-269 (2005)
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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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