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6-[Fluorescein-5(6)-carboxamido]hexanoic acid

Name: 6-[Fluorescein-5(6)-carboxamido]hexanoic acid
Brand: SIGMA

suitable for fluorescence, ≥90% (HPCE)

Synonym(s):

Fluorescein-5(6)-carboxamidocaproic acid

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About This Item

Empirical Formula (Hill Notation):

C₂₇H₂₃NO₈

CAS Number:

265981-56-4

Molecular Weight:

489.47

MDL number:

MFCD29074000

UNSPSC Code:

12352106

PubChem Substance ID:

57650886

NACRES:

NA.32

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Properties

Quality Level

200

assay

≥90% (HPCE)

form

solid

solubility

DMF: soluble, DMSO: soluble

fluorescence

λ_ex 491 nm; λ_em 515 nm in 0.1 M Tris pH 9.0

suitability

suitable for fluorescence

storage temp.

2-8°C

SMILES string

OC(=O)CCCCCNC(=O)c1ccc2c(c1)C(=O)OC23c4ccc(O)cc4Oc5cc(O)ccc35.OC(=O)CCCCCNC(=O)c6ccc7C(=O)OC8(c9ccc(O)cc9Oc%10cc(O)ccc8%10)c7c6

InChI

1S/2C27H23NO8/c29-16-6-9-20-22(13-16)35-23-14-17(30)7-10-21(23)27(20)19-8-5-15(12-18(19)26(34)36-27)25(33)28-11-3-1-2-4-24(31)32;29-16-6-9-19-22(13-16)35-23-14-17(30)7-10-20(23)27(19)21-12-15(5-8-18(21)26(34)36-27)25(33)28-11-3-1-2-4-24(31)32/h2*5-10,12-14,29-30H,1-4,11H2,(H,28,33)(H,31,32)

InChI key

WEJBWDKWIFHWDE-UHFFFAOYSA-N

Description

Application

6-[Fluorescein-5(6)-carboxamido]hexanoic acid is used as a fluorescein-based fluorescent label for proteins that can be analyzed in applications such as quenching experiments.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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This Item	46939	21878	46940
Sigma-Aldrich 46935 6-[Fluorescein-5(6)-carboxamido]hexanoic acid	Sigma-Aldrich 46939 Fluorescein diacetate 5-maleimide	Sigma-Aldrich 21878 5(6)-Carboxyfluorescein N-hydroxysuccinimide ester	Sigma-Aldrich 46940 6-[Fluorescein-5(6)-carboxamido]hexanoic acid N-hydroxysuccinimide ester
suitability suitable for fluorescence	suitability -	suitability suitable for fluorescence	suitability suitable for fluorescence
fluorescence λ_ex 491 nm; λ_em 515 nm in 0.1 M Tris pH 9.0	fluorescence λ_ex 492 nm; λ_em 520 nm in 0.1 M phosphate pH 7.0 (after derivatization with 2-mercaptoethanol and after cleavage by esterase)	fluorescence λ_ex 492 nm; λ_em 517 nm in DMF	fluorescence λ_ex 490 nm; λ_em 514 nm (pH 8.2), λ_ex 491 nm; λ_em 515 nm in 0.1 M Tris pH 9.0
solubility DMF: soluble, DMSO: soluble	solubility DMF: soluble, DMSO: soluble, dioxane: soluble	solubility DMF: soluble, DMSO: soluble	solubility DMF: soluble, methanol: soluble
form solid	form solid	form powder	form solid
assay ≥90% (HPCE)	assay -	assay ≥80% (HPLC)	assay ≥75% (HPLC)
Quality Level 200	Quality Level 100	Quality Level 200	Quality Level 100

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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The antimicrobial peptide Temporin L impairs E. coli cell division by interacting with FtsZ and the divisome complex.

Angela Di Somma et al.

Biochimica et biophysica acta. General subjects, 1864(7), 129606-129606 (2020-04-02)

The comprehension of the mechanism of action of antimicrobial peptides is fundamental for the design of new antibiotics. Studies performed looking at the interaction of peptides with bacterial cells offer a faithful picture of what really happens in nature. In

Production and properties of skeletal myosin subfragment 1 selectively labeled with fluorescein at lysine-553 proximal to the strong actin-binding site.

Bertrand R, Derancourt J, Kassab R.

Biochemistry, 3, 9500-9507 (1995)

2,4-Dinitrophenol reduces the reactivity of Lys553 in the lower 50-kDa region of myosin subfragment 1.

Theresa R Bomfim et al.

Archives of biochemistry and biophysics, 505(1), 105-111 (2010-10-05)

2,4-Dinitrophenol (DNP) increases the affinity of myosin for actin and accelerates its Mg(2+)ATPase activity, suggesting that it acts on a region of the myosin head that transmits conformational changes to actin- and ATP-binding sites. The binding site/s for DNP are

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Global Trade Item Number

SKU	GTIN
46935-25MG-F	04061832532165

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