Synonym
Pafolacianine; OTL0038; OTL 0038; OTL-0038; OTL38; OTL-38; OTL 38; Cytalux;
IUPAC/Chemical Name
hydrogen (S)-2-(4-(((2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl)amino)benzamido)-3-(4-(((E)-2-((E)-2-(3,3-dimethyl-5-sulfonato-1-(4-sulfonatobutyl)-3H-indol-1-ium-2-yl)vinyl)-6-(2-((E)-3,3-dimethyl-5-sulfonato-1-(4-sulfonatobutyl)indolin-2-ylidene)ethylidene)cyclohex-1-en-1-yl)oxy)phenyl)propanoate
InChi Key
PDXNSXLPXJFETD-UHFFFAOYSA-N
InChi Code
InChI=1S/C61H67N9O17S4/c1-60(2)46-33-44(90(81,82)83)22-24-49(46)69(28-5-7-30-88(75,76)77)51(60)26-16-38-10-9-11-39(17-27-52-61(3,4)47-34-45(91(84,85)86)23-25-50(47)70(52)29-6-8-31-89(78,79)80)54(38)87-43-20-12-37(13-21-43)32-48(58(73)74)66-56(71)40-14-18-41(19-15-40)63-35-42-36-64-55-53(65-42)57(72)68-59(62)67-55/h12-27,33-34,36,48H,5-11,28-32,35H2,1-4H3,(H9-,62,63,64,66,67,68,71,72,73,74,75,76,77,78,79,80,81,82,83,84,85,86)
SMILES Code
NC(N1)=NC(N=CC(CNC2=CC=C(C(N[C@]([H])(C([O-])=O)CC3=CC=C(OC4=C(/C=C/C5=[N+](CCCCS(=O)([O-])=O)C6=C(C=C(S(=O)([O-])=O)C=C6)C5(C)C)CCC/C4=C\C=C7N(CCCCS(=O)([O-])=O)C(C=CC(S(=O)([O-])=O)=C8)=C8C\7(C)C)C=C3)=O)C=C2)=N9)=C9C1=O.[H+].[H+].[H+].[H+]
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
1,326.49
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Muynck LDAN, Gaarenstroom KN, Sier CFM, Duijvenvoorde MV, Bosse T, Mieog JSD, Kroon CD, Vahrmeijer AL, Peters ITA. Novel Molecular Targets for Tumor-Specific Imaging of Epithelial Ovarian Cancer Metastases. Cancers (Basel). 2020 Jun 12;12(6):1562. doi: 10.3390/cancers12061562. PMID: 32545676; PMCID: PMC7352913.
2: Boogerd LSF, Hoogstins CES, Gaarenstroom KN, de Kroon CD, Beltman JJ, Bosse T, Stelloo E, Vuyk J, Low PS, Burggraaf J, Vahrmeijer AL. Folate receptor-α targeted near-infrared fluorescence imaging in high-risk endometrial cancer patients: a tissue microarray and clinical feasibility study. Oncotarget. 2017 Dec 11;9(1):791-801. doi: 10.18632/oncotarget.23155. PMID: 29416655; PMCID: PMC5787511.
3: Bahler CD, Maniar V, Marley KN, Kheyfets SV, Shum CF, Sundaram CP. OTL-38-Guided Fluorescent Imaging in Renal Cell Cancer Robotic Partial Nephrectomy. J Endourol B Videourol. 2017 Feb 6;31(3):vid.2016.0068. doi: 10.1089/vid.2016.0068. PMID: 32292641; PMCID: PMC6964242.
4: Keating JJ, Runge JJ, Singhal S, Nims S, Venegas O, Durham AC, Swain G, Nie S, Low PS, Holt DE. Intraoperative near-infrared fluorescence imaging targeting folate receptors identifies lung cancer in a large-animal model. Cancer. 2017 May 15;123(6):1051-1060. doi: 10.1002/cncr.30419. Epub 2016 Nov 7. PMID: 28263385; PMCID: PMC5341137.
5: Winum JY. Synthesis and composition of amino acid linking groups conjugated to compounds used for the targeted imaging of tumors: a patent evaluation of US20160011199A1. Expert Opin Ther Pat. 2016 Nov;26(11):1223-1226. doi: 10.1080/13543776.2016.1241238. Epub 2016 Oct 4. PMID: 27685539.
6: Kelderhouse LE, Mahalingam S, Low PS. Predicting Response to Therapy for Autoimmune and Inflammatory Diseases Using a Folate Receptor-Targeted Near- Infrared Fluorescent Imaging Agent. Mol Imaging Biol. 2016 Apr;18(2):201-8. doi: 10.1007/s11307-015-0876-y. PMID: 26242480.
