Skip to Content
Merck
CN

Key Documents

View All Documentation

748110

SF7-AM

95% (HPLC)

Synonym(s):

SF7-AM, Bis(acetoxymethyl)

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C31H23N7O12
CAS Number:
1416872-50-8
Molecular Weight:
685.55
PubChem Substance ID:
329765872
UNSPSC Code:
12352200
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

assay

95% (HPLC)

mp

160-165 °C

storage temp.

−20°C

SMILES string

CC(OCOC(CN(CC(OCOC(C)=O)=O)C(C1=CC=C(C(OC23C4=C(C=C(N=[N+]=[N-])C=C4)OC5C2C=CC(N=[N+]=[N-])=C5)=O)C3=C1)=O)=O)=O

InChI

1S/C31H25N7O12/c1-16(39)45-14-47-27(41)12-38(13-28(42)48-15-46-17(2)40)29(43)18-3-6-21-24(9-18)31(50-30(21)44)22-7-4-19(34-36-32)10-25(22)49-26-11-20(35-37-33)5-8-23(26)31/h3-11,22,25H,12-15H2,1-2H3

InChI key

KVUJKFQKNGAJST-UHFFFAOYSA-N

Application

SF7-AM is a fluorogenic; or "caged" rhodamine 110 derivative for the detection of hydrogen sulfide (H2S). Upon exposure to H2S; the azide functional groups are reduced to primary amines; restoring the fluorescence of the "caged" fluorophore. A fluorescence intensity increase of 20x is observed upon 1h of SF7-AM exposure to H2S. This activation of SF7-AM has been shown to detect H2S levels as low as 500 nM in vitro. SF7-AM has also been engineered specifically for use in live cell imaging of H2S through the addition of the acetoxymethyl ester groups; which are cleaved in vivo by esterases. This results in adding a net -2 charge to the probe; which was demonstrated to "trap" the probe in cells; thus increasing the sensitivity of the probe even when the cell culture media was changed.

pictograms

Exclamation mark
GHS07

signalword

Warning

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Cell-trappable fluorescent probes for endogenous hydrogen sulfide signaling and imaging H2O2-dependent H2S production.
Lin Vs, et al.
Proceedings of the National Academy of Sciences of the USA, 110(18), 7131?7135-7131?7135 null
Hang Zou et al.
Molecular plant-microbe interactions : MPMI, 32(8), 972-985 (2019-06-18)
The rhizobium-legume symbiotic system is crucial for nitrogen cycle balance in agriculture. Hydrogen sulfide (H2S), a gaseous signaling molecule, may regulate various physiological processes in plants. However, whether H2S has regulatory effect in this symbiotic system remains unknown. Herein, we