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Cat. No.: HY-100260

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beta-L-D4A

(Synonyms: 2'3'-didehydro-2'3'-dideoxyadenosine)

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beta-L-D4A is a nucleoside HIV-1 reverse transcriptase inhibitor.

For research use only. We do not sell to patients.

Purity: 99.71%
CAS No.: 7057-48-9
Formula: C₁₀H₁₁N₅O₂
Molecular Weight:233.23

Storage:

Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month

beta-L-D4A Chemical Structure

CAS No.: 7057-48-9

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Top Publications Citing

Use of MCE Products

Fluorescent Dye

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- IC₅₀ & Target
- Cellular Effect
- In Vitro
Chemical Information
Purity & Documentation
References
Calculators
Help & FAQs
Classifications
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Biological Activity

Description

beta-L-D4A is a nucleoside HIV-1 reverse transcriptase inhibitor.

IC₅₀ & Target^[1]

HIV-1

All HIV Isoforms :

Cellular Effect

Cell Line	Type	Value	Description	References
ATH-8 cell line	ED₅₀	40 μM Compound: 2c	Protection of ATH8 cells against the cytopathic effect of HIV. Protection of ATH8 cells against the cytopathic effect of HIV.	[PMID: 3497272]
C3H	CC₅₀	>100 μM Compound: 2[d4A]	Compound was evaluated cytotoxicity against moloney sarcoma virus (MSV) infected C3H cell cultures. Compound was evaluated cytotoxicity against moloney sarcoma virus (MSV) infected C3H cell cultures.	10.1016/0960-894X(96)00433-7
C3H/3T3	EC₅₀	35 μM Compound: 3	Effect of compound against Moloney murine sarcoma virus (MSV)-induced transformation of C3H/3T3 embryo murine fibroblasts Effect of compound against Moloney murine sarcoma virus (MSV)-induced transformation of C3H/3T3 embryo murine fibroblasts	[PMID: 10229629]
CCRF-CEM	CC₅₀	360.3 μM Compound: 2, d4A	Cytotoxicity against human CEM/0 cells Cytotoxicity against human CEM/0 cells	[PMID: 24411122]
CCRF-CEM	CC₅₀	91 μM Compound: 2[d4A]	Compound was evaluated for cytotoxic activity against CEM cells. Compound was evaluated for cytotoxic activity against CEM cells.	10.1016/0960-894X(96)00433-7
CCRF-CEM	CC₅₀	91 μM Compound: d4A	Compound was evaluated for its concentration (potency) to inhibit the growth of CEM cells. Compound was evaluated for its concentration (potency) to inhibit the growth of CEM cells.	[PMID: 10498207]
CCRF-CEM	CC₅₀	96 μM Compound: 3	In vitro cytotoxic concentration in CEM cells. In vitro cytotoxic concentration in CEM cells.	[PMID: 10229629]
CCRF-CEM	EC₅₀	0.54 μM Compound: 7 beta-Ld4A	Antiviral activity against HIV in CEM cell line Antiviral activity against HIV in CEM cell line	10.1016/0960-894X(96)00293-4
CCRF-CEM	EC₅₀	20 μM Compound: 2[d4A]	Compound was evaluated for antiviral activity against HIV-1 (IIIB) infected CEM cells. Compound was evaluated for antiviral activity against HIV-1 (IIIB) infected CEM cells.	10.1016/0960-894X(96)00433-7
CCRF-CEM	EC₅₀	20 μM Compound: 2[d4A]	Compound was evaluated for antiviral activity against HIV-2 (ROD) infected CEM cells. Compound was evaluated for antiviral activity against HIV-2 (ROD) infected CEM cells.	10.1016/0960-894X(96)00433-7
CCRF-CEM	EC₅₀	20 μM Compound: d4A	Compound was evaluated for its effective concentration (potency) to inhibit the growth of HIV-1 in CEM cell culture. Compound was evaluated for its effective concentration (potency) to inhibit the growth of HIV-1 in CEM cell culture.	[PMID: 10498207]
CCRF-CEM	EC₅₀	20 μM Compound: d4A	Compound was evaluated for its effective concentration (potency) to inhibit the growth of HIV-2 in CEM cell culture. Compound was evaluated for its effective concentration (potency) to inhibit the growth of HIV-2 in CEM cell culture.	[PMID: 10498207]
CCRF-CEM	IC₅₀	>=81.9 μM Compound: 2, d4A	Antiviral activity against HIV-2 ROD infected in thymidine kinase-deficient human CEM cells Antiviral activity against HIV-2 ROD infected in thymidine kinase-deficient human CEM cells	[PMID: 24411122]
CCRF-CEM	IC₅₀	37 μM Compound: 7 beta-Ld4A	Concentration required to inhibit 50% of CEM cell lines Concentration required to inhibit 50% of CEM cell lines	10.1016/0960-894X(96)00293-4
HepG2	EC₅₀	1.2 μM Compound: 7 beta-Ld4A	Antiviral activity against Hepatitis B virus in 2.2.15 cell line Antiviral activity against Hepatitis B virus in 2.2.15 cell line	10.1016/0960-894X(96)00293-4
HepG2	IC₅₀	70 μM Compound: 7 beta-Ld4A	Concentration required to inhibit 50% of 2.2.15 cell line Concentration required to inhibit 50% of 2.2.15 cell line	10.1016/0960-894X(96)00293-4
MT4	CC₅₀	277.5 μM Compound: 2, d4A	Cytotoxicity against human MT4 cells Cytotoxicity against human MT4 cells	[PMID: 24411122]
MT4	ED₅₀	>25 μM Compound: 18	Anti-HIV activity was determined as dose required to protect 50% of the HIV-infected MT-4 cells against destruction Anti-HIV activity was determined as dose required to protect 50% of the HIV-infected MT-4 cells against destruction	[PMID: 3499515]
MT4	IC₅₀	>277.5 μM Compound: 2, d4A	Antiviral activity against HIV-1 3B infected in human MT4 cells Antiviral activity against HIV-1 3B infected in human MT4 cells	[PMID: 24411122]
MT4	IC₅₀	>277.5 μM Compound: 2, d4A	Antiviral activity against HIV-2 ROD infected in human MT4 cells Antiviral activity against HIV-2 ROD infected in human MT4 cells	[PMID: 24411122]

In Vitro

beta-L-D4A is a nucleoside HIV-1 reverse transcriptase inhibitor. Results confirm that the biological activity of NSC 108602 is connected with the termination of the DNA chain synthesis in the 5′-3′ direction^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Chemical Information

CAS No. 7057-48-9
Appearance Solid
Molecular Weight 233.23
Formula C₁₀H₁₁N₅O₂
SMILES

OC[C@@H](O1)C=C[C@@H]1N2C=NC3=C(N)N=CN=C32
Synonyms

2'3'-didehydro-2'3'-dideoxyadenosine
Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	6 months
	-20°C	1 month

Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (266 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

References

[1]. Ponomareva AG, et al. Structural and energetic properties of the potential HIV-1 reverse transcriptase inhibitors d4A and d4G: a comprehensive theoretical investigation. J Biomol Struct Dyn. 2014;32(5):730-40. [Content Brief]

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Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

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100 mg

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Biological Activity
- Description
- IC₅₀ & Target
- In Vitro
Chemical Information
Purity & Documentation
References

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beta-L-D4A

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Enfuvirtide

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Bevirimat

Fostemsavir

Fosamprenavir Calcium Salt

Zidovudine (Standard)

Temsavir

BMS-378806

Fostemsavir Tris

GSK2838232

All HIV Isoforms

Biological Activity

Chemical Information

Purity & Documentation

References

Calculators

Help & FAQs

Bioz

beta-L-D4A

Zidovudine

Obefazimod

Enfuvirtide

Fosamprenavir

Bevirimat

Fostemsavir

Fosamprenavir Calcium Salt

Zidovudine (Standard)

Temsavir

BMS-378806

Fostemsavir Tris

GSK2838232

All HIV Isoforms

Biological Activity

Chemical Information

Purity & Documentation

References

Calculators

Help & FAQs

beta-L-D4A Related Classifications

HY-100260 Related Classifications

Bioz