Sulforhodamine 101

Sulforhodamine 101
Identifiers
CAS Number	60311-02-6 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	3582548
ChemSpider	108971;
ECHA InfoCard	100.056.491
EC Number	262-159-4;
PubChem CID	122180;
UNII	FX0ES3271V ;
CompTox Dashboard (EPA)	DTXSID00922157 ;
	InChI InChI=1S/C31H30N2O7S2/c34-41(35,36)20-9-10-21(26(17-20)42(37,38)39)27-24-15-18-5-1-11-32-13-3-7-22(28(18)32)30(24)40-31-23-8-4-14-33-12-2-6-19(29(23)33)16-25(27)31/h9-10,15-17H,1-8,11-14H2,(H-,34,35,36,37,38,39) Key: COIVODZMVVUETJ-UHFFFAOYSA-N;
	SMILES [O-]S(C(C=C(S(O)(=O)=O)C=C1)=C1C2=C(C=C3C4=C5CCCN4CCC3)C5=[O+]C6=C(CCCN7CCC8)C7=C8C=C62)(=O)=O;
Properties
Chemical formula	C31H30N2O7S2
Molar mass	606.71 g·mol−1
Hazards
	GHS labelling:[1]
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335, H412
Precautionary statements	P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Sulforhodamine 101 (SR101) is a red fluorescent dye. In neurophysiological experiments which comprise calcium imaging methods, it can be used for a counterstaining of astrocytes to be able to analyze data from neurons separately.^[1] However, in addition to labeling astrocytes, SR101 labels myelinating oligodendrocytes.^[2] SR101 has been reported to affect excitability of neurons and should therefore be used with caution.^[3]

A sulfonyl chloride derivative of sulforhodamine 101, known as Texas Red, is used for conjugation to a number of functional groups, especially primary amines.

References

^ Nimmerjahn, A.; Kirchhoff, F.; Kerr, J.N.; Helmchen, F. (2004). "Sulforhodamine 101 as a specific marker of astroglia in the neocortex in vivo". Nature Methods. 1 (1): 31–7. doi:10.1038/nmeth706. PMID 15782150. S2CID 2073853.
^ Hill, R.A.; Grutzendler, J. (2014). "In vivo imaging of oligodendrocytes with sulforhodamine 101". Nature Methods. 11 (11): 1081–1082. doi:10.1038/nmeth.3140. PMC 4539948. PMID 25357236.
^ Kang, J.; Kang N.; Yu, Y.; Zhang, J.; et al. (2010). "Sulforhodamine 101 induces long-term potentiation of intrinsic excitability and synaptic efficacy in hippocampal CA1 pyramidal neurons". Neuroscience. 169 (4): 1601–1609. doi:10.1016/j.neuroscience.2010.06.020. PMC 2918738. PMID 20600669.

[1] Nimmerjahn, A.; Kirchhoff, F.; Kerr, J.N.; Helmchen, F. (2004). "Sulforhodamine 101 as a specific marker of astroglia in the neocortex in vivo". Nature Methods. 1 (1): 31–7. doi:10.1038/nmeth706. PMID 15782150. S2CID 2073853.

[2] Hill, R.A.; Grutzendler, J. (2014). "In vivo imaging of oligodendrocytes with sulforhodamine 101". Nature Methods. 11 (11): 1081–1082. doi:10.1038/nmeth.3140. PMC 4539948. PMID 25357236.

[3] Kang, J.; Kang N.; Yu, Y.; Zhang, J.; et al. (2010). "Sulforhodamine 101 induces long-term potentiation of intrinsic excitability and synaptic efficacy in hippocampal CA1 pyramidal neurons". Neuroscience. 169 (4): 1601–1609. doi:10.1016/j.neuroscience.2010.06.020. PMC 2918738. PMID 20600669.

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