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MedKoo Cat#: 413944 | Name: DT 5461

Description:

WARNING: This product is for research use only, not for human or veterinary use.

DT 5461 is a synthetic lipid A analogue with immunomodulatory and antitumour activity.

Chemical Structure

DT 5461
DT 5461
CAS#123598-19-6

Theoretical Analysis

MedKoo Cat#: 413944

Name: DT 5461

CAS#: 123598-19-6

Chemical Formula: C76H139N4O22P

Exact Mass: 1490.9619

Molecular Weight: 1491.93

Elemental Analysis: C, 61.18; H, 9.39; N, 3.76; O, 23.59; P, 2.08

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
DT 5461; DT5461; DT-5461; DT5461a; DT 5461a; DT-5461a
IUPAC/Chemical Name
1,3-Dicarboxyisopropyl-2-deoxy-6-O-(2-deoxy-3-O(N-dodecanoylglycyl)-4-O-phosphono-2-tetradecanoylamino-beta-D-glucopyranosyl)-3-O-(N-dodecanoylglycyl)-2-tetradecanoylamino-alpha-D-glucopyranoside
InChi Key
HJIUQQMLRSJYAW-GVSSOHGDSA-N
InChi Code
InChI=1S/C76H139N4O22P/c1-9-13-17-21-25-29-31-35-39-43-47-51-61(84)79-65-67(99-63(86)53-77-59(82)49-45-41-37-33-27-23-19-15-11-3)66(102-103(94,95)96)57(55-81)98-69(65)97-56-58-68(88)75(73(5,6)71(89)90,101-64(87)54-78-60(83)50-46-42-38-34-28-24-20-16-12-4)70(76(93,100-58)74(7,8)72(91)92)80-62(85)52-48-44-40-36-32-30-26-22-18-14-10-2/h57-58,65-70,81,88,93H,9-56H2,1-8H3,(H,77,82)(H,78,83)(H,79,84)(H,80,85)(H,89,90)(H,91,92)(H2,94,95,96)/t57-,58-,65-,66-,67-,68-,69-,70-,75+,76-/m1/s1
SMILES Code
O[C@]1(C(C)(C(O)=O)C)[C@H](NC(CCCCCCCCCCCCC)=O)[C@@]([C@@H]([C@@H](CO[C@H]2[C@H](NC(CCCCCCCCCCCCC)=O)[C@H]([C@@H]([C@@H](CO)O2)OP(O)(O)=O)OC(CNC(CCCCCCCCCCC)=O)=O)O1)O)(C(C)(C(O)=O)C)OC(CNC(CCCCCCCCCCC)=O)=O
Appearance
Solid powder
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 1,491.93 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.

Recalculate based on batch purity %
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: Sato K, Saiki I, Yoo YC, Igarashi Y, Kiso M, Hasegawa A, Azuma I. DT-5461, a new synthetic lipid A analogue, inhibits lung and liver metastasis of tumor in mice. Jpn J Cancer Res. 1992 Oct;83(10):1081-7. doi: 10.1111/j.1349-7006.1992.tb02725.x. PMID: 1452460; PMCID: PMC5918675. 2: Sato K, Yoo YC, Fukushima A, Saiki I, Takahashi TA, Fujihara M, Tono-Oka S, Azuma I. A novel synthetic lipid A analog with low endotoxicity, DT-5461, prevents lethal endotoxemia. Infect Immun. 1995 Aug;63(8):2859-66. doi: 10.1128/IAI.63.8.2859-2866.1995. PMID: 7622206; PMCID: PMC173388. 3: Sato K, Yoo YC, Mochizuki M, Saiki I, Takahashi TA, Azuma I. Inhibition of tumor-induced angiogenesis by a synthetic lipid A analogue with low endotoxicity, DT-5461. Jpn J Cancer Res. 1995 Apr;86(4):374-82. doi: 10.1111/j.1349-7006.1995.tb03067.x. PMID: 7539783; PMCID: PMC5920831. 4: Onozuka K, Shimada S, Yamasu H, Osada Y, Nakano M. Non-specific resistance induced by a low-toxic lipid A analogue, DT-5461, in murine salmonellosis. Int J Immunopharmacol. 1993 Aug;15(6):657-64. doi: 10.1016/0192-0561(93)90138-o. PMID: 8407050. 5: Kumazawa E, Tohgo A, Soga T, Kusama T, Osada Y. Significant antitumor effect of a synthetic lipid A analogue, DT-5461, on murine syngeneic tumor models. Cancer Immunol Immunother. 1992;35(5):307-14. doi: 10.1007/BF01741143. PMID: 1394335. 6: Kumazawa E, Akimoto T, Kita Y, Jimbo T, Joto N, Tohgo A. Intratumoral production of tumor necrosis factor augmented by endogenous interferons results in potent antitumor effects of DT-5461, a synthetic lipid A analog. J Immunother Emphasis Tumor Immunol. 1995 Apr;17(3):141-50. doi: 10.1097/00002371-199504000-00003. PMID: 7542128. 7: Sato K, Fujihara M, Takahashi TA, Choon Yoo Y, Hata K, Tono-Oka S, Suzuki T, Sekiguchi S, Azuma I. Endotoxin antagonism by a synthetic lipid A analogue, DT-5461, with low endotoxicity in human peripheral blood monocytes. Biochem Biophys Res Commun. 1995 Nov 2;216(1):367-74. doi: 10.1006/bbrc.1995.2633. PMID: 7488114. 8: Sagara-Ishijima N, Furuhama K. Toxic characteristics of the synthetic lipid A derivative DT-5461 in rats and monkeys. Toxicol Sci. 1999 Jun;49(2):324-31. doi: 10.1093/toxsci/49.2.324. PMID: 10416279. 9: Yoshida R, Sato K, Yoo YC, Yoshimatsu K, Tamura M, Ishihara C, Arikawa J, Azuma I. Effect of the synthetic lipid A-related compound, DT-5461, on resistance to Sendai virus infection in mice. Immunopharmacology. 1994 Sep- Oct;28(2):153-61. doi: 10.1016/0162-3109(94)90031-0. PMID: 8002289. 10: Kumazawa E, Jimbo T, Akimoto T, Joto N, Tohgo A. Antitumor effect of DT-5461, a lipid A derivative, against human tumor xenografts is mediated by intratumoral production of tumor necrosis factor and affected by host immunosuppressive factors in nude mice. Cancer Invest. 1997;15(6):522-30. doi: 10.3109/07357909709047593. PMID: 9412657.

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