DT 5461

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

MedKoo CAT#: 413944

CAS#: 123598-19-6

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


Chemical Structure

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DT 5461
CAS# 123598-19-6

Theoretical Analysis

MedKoo Cat#: 413944
Name: DT 5461
CAS#: 123598-19-6
Chemical Formula: C76H139N4O22P
Exact Mass: 1,490.96
Molecular Weight: 1,491.930
Elemental Analysis: C, 61.18; H, 9.39; N, 3.76; O, 23.59; P, 2.08

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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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:

Biological target:
In vitro activity:
In vivo activity:

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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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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.