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D0531

Sigma-Aldrich

5-([4,6-Dichlorotriazin-2-yl]amino)fluorescein hydrochloride

≥90% purity (HPLC), powder

Synonym(s):

DTAF

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About This Item

Empirical Formula (Hill Notation):
C23H12Cl2N4O5 · HCl
CAS Number:
21811-74-5
Molecular Weight:
531.73
MDL number:
MFCD00051407
UNSPSC Code:
12171500
PubChem Substance ID:
24893242
NACRES:
NA.47

product name

5-([4,6-Dichlorotriazin-2-yl]amino)fluorescein hydrochloride, ≥90% (HPLC)

Quality Level

200

Assay

≥90% (HPLC)

form

powder

color

yellow to orange

solubility

methanol: 20 mg/mL, clear to slightly hazy, yellow to orange

fluorescence

λex 495 nm; λem 516 nm

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

2-8°C

SMILES string

Cl.Oc1ccc2c(Oc3cc(O)ccc3C24OC(=O)c5cc(Nc6nc(Cl)nc(Cl)n6)ccc45)c1

InChI

1S/C23H12Cl2N4O5.ClH/c24-21-27-22(25)29-23(28-21)26-10-1-4-13(16(7-10)20(32)33)19-14-5-2-11(30)8-17(14)34-18-9-12(31)3-6-15(18)19;/h1-9,30H,(H,32,33)(H,26,27,28,29);1H

InChI key

CEKSHCAIHGNWBK-UHFFFAOYSA-N

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Application

5-([4,6-Dichlorotriazin-2-yl]amino)fluorescein hydrochloride has been used for labeling of yeast cells to study the adhesion of yeast cells to the digestive tract of sea bass (Dicentrarchus labrax) larvae and leopard grouper (Mycteroperca rosacea). It has also been used to label bacteria (Vibrio spp.).
5-([4,6-Dichlorotriazin-2-yl]amino)fluorescein hydrochloride has been used to covalently label xanthan gum (XG) to study its gelatin behavior.
A fluorescein derivative which reacts with amino groups and N-terminal amino acids of proteins at neutral pH.

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
SHBQ6632
MKCC6912
MKBP7933V
29396AJV
29396AJ

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Assessment of fluorescent-labeled bacteria for evaluation of in vivo uptake of bacteria (Vibrio spp.) by crustacean larvae.
Soto-Rodriguez SA, et al.
Journal of Microbiological Methods, 52, 101-114 (2003)
Synergistic gelation of gelatin B with xanthan gum
Wang CS, et al.
Food Hydrocolloids, 60, 374-383 (2016)
Adrián Pérez-Ramos et al.
Frontiers in microbiology, 9, 1684-1684 (2018-08-10)
Lactic acid bacteria synthesize exopolysaccharides (EPS), which could benefit the host's health as immunomodulators. Furthermore, EPS could protect bacteria against gastrointestinal stress, favoring gut colonization, thus protecting the host against pathogenic infections. Pediococcus parvulus 2.6, produces a 2-substituted (1,3)-β-D-glucan and
Michael S Reid et al.
Carbohydrate polymers, 250, 116943-116943 (2020-10-15)
Fluorescently labeled cellulose nanofibrils (CNFs) were used to evaluate CNF leaching from paper according to standard safety assays for food contact materials. Enzymatically pretreated pulp was first labeled with 5-([4,6-Dichlorotriazin-2-yl]amino)fluorescein hydrochloride (DTAF), followed by homogenization to produce fluorescent CNFs of
Miriam Angulo et al.
Developmental and comparative immunology, 88, 173-182 (2018-07-22)
Debaryomyces hansenii-derived β-glucan has shown immunostimulant effect on aquaculture species and recently on goat peripheral blood leukocytes. Moreover, the marine yeast D. hansenii CBS 8339 has demonstrated to enhance fish immune response. Nonetheless, the associated immune signaling pathways induced by
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