beta-L-D4A (Synonyms: 2'3'-didehydro-2'3'-dideoxyadenosine)

Cat. No.: HY-100260: Data Sheet Handling Instructions
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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.

beta-L-D4A Chemical Structure

CAS No. : 7057-48-9

Size	Stock	Quantity
1 mg	In-stock	Estimated Time of Arrival: December 31
5 mg	In-stock	Estimated Time of Arrival: December 31
10 mg	In-stock	Estimated Time of Arrival: December 31
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HIV HIV-1 HIV-2

Biological Activity
Purity & Documentation
References
Customer Review

Description

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

IC₅₀ & Target^[1]

HIV-1

Cellular Effect

Cell Line	Type	Value	Description	References
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	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
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]
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.

Molecular Weight

233.23

Formula

C₁₀H₁₁N₅O₂

CAS No.

7057-48-9

Appearance

Solid

SMILES

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

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

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]

beta-L-D4A Related Classifications

Infection

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Help & FAQs

Do most proteins show cross-species activity?
Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

beta-L-D4A7057-48-92'3'-didehydro-2'3'-dideoxyadenosineHIVHuman immunodeficiency virusInhibitorinhibitorinhibit

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