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2’,3’-cGAMP-DBCO conjugate

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Physical properties
Molecular weight1539.59
SolventDMSO
Storage, safety and handling
H-phraseH303, H313, H333
Hazard symbolXN
Intended useResearch Use Only (RUO)
R-phraseR20, R21, R22
StorageFreeze (< -15 °C); Minimize light exposure

OverviewpdfSDSpdfProtocol


Molecular weight
1539.59
DBCO (dibenzocyclooctyne) click chemistry is a bioconjugation technique used to covalently attach molecules to biological targets, such as proteins, peptides, and nucleic acids. It involves the reaction between DBCO-functionalized molecules and a complementary azide-functionalized molecule in the presence of a copper-free catalyst, forming a stable triazole linkage. 2’,3’-cGAMP-DBCO conjugate is an excellent building block to develop 2’,3’-cGAMP probes for investigating the biological activities and functions of 2’,3’-cGAMP. 2’,3’-cGAMP has gained significant attention in recent years due to its potential as a therapeutic target for diseases such as cancer and viral infections. It has been shown to activate the immune system and enhance the efficacy of immune checkpoint inhibitors, which are a type of cancer immunotherapy. 2’,3’-cGAMP (cyclic GMP-AMP) is a cyclic dinucleotide second messenger molecule that plays a critical role in the innate immune system. It is synthesized by the enzyme cGAS (cyclic GMP-AMP synthase) in response to cytosolic DNA that has been released from damaged or infected cells. Once synthesized, 2’,3’-cGAMP binds to the adaptor protein STING (stimulator of interferon genes) and triggers downstream signaling pathways that result in the production of type I interferons and other cytokines, leading to an immune response against the invading pathogen.

Calculators


Common stock solution preparation

Table 1. Volume of DMSO needed to reconstitute specific mass of 2’,3’-cGAMP-DBCO conjugate to given concentration. Note that volume is only for preparing stock solution. Refer to sample experimental protocol for appropriate experimental/physiological buffers.

0.1 mg0.5 mg1 mg5 mg10 mg
1 mM64.952 µL324.762 µL649.524 µL3.248 mL6.495 mL
5 mM12.99 µL64.952 µL129.905 µL649.524 µL1.299 mL
10 mM6.495 µL32.476 µL64.952 µL324.762 µL649.524 µL

Molarity calculator

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References


View all 50 references: Citation Explorer
cGLRs are a diverse family of pattern recognition receptors in animal innate immunity.
Authors: Li, Yao and Slavik, Kailey M and Morehouse, Benjamin R and de Oliveira Mann, Carina C and Mears, Kepler and Liu, Jingjing and Kashin, Dmitry and Schwede, Frank and Kranzusch, Philip J
Journal: bioRxiv : the preprint server for biology (2023)
Increased LCN2 (lipocalin 2) in the RPE decreases autophagy and activates inflammasome-ferroptosis processes in a mouse model of dry AMD.
Authors: Gupta, Urvi and Ghosh, Sayan and Wallace, Callen T and Shang, Peng and Xin, Ying and Nair, Archana Padmanabhan and Yazdankhah, Meysam and Strizhakova, Anastasia and Ross, Mark A and Liu, Haitao and Hose, Stacey and Stepicheva, Nadezda A and Chowdhury, Olivia and Nemani, Mihir and Maddipatla, Vishnu and Grebe, Rhonda and Das, Manjula and Lathrop, Kira L and Sahel, José-Alain and Zigler, J Samuel and Qian, Jiang and Ghosh, Arkasubhra and Sergeev, Yuri and Handa, James T and St Croix, Claudette M and Sinha, Debasish
Journal: Autophagy (2023): 92-111
cGAMP-activated cGAS-STING signaling: its bacterial origins and evolutionary adaptation by metazoans.
Authors: Patel, Dinshaw J and Yu, You and Xie, Wei
Journal: Nature structural & molecular biology (2023): 245-260
Endocytosis triggers V-ATPase-SYK-mediated priming of cGAS activation and innate immune response.
Authors: Yang, Yu-Lin and Cao, Li-Bo and He, Wen-Rui and Zhong, Li and Guo, Yi and Yang, Qing and Shu, Hong-Bing and Hu, Ming-Ming
Journal: Proceedings of the National Academy of Sciences of the United States of America (2022): e2207280119
Regulation of cGAS/STING signaling and corresponding immune escape strategies of viruses.
Authors: Ge, Zhe and Ding, Shuzhe
Journal: Frontiers in cellular and infection microbiology (2022): 954581
STING1 in Different Organelles: Location Dictates Function.
Authors: Zhang, Ruoxi and Kang, Rui and Tang, Daolin
Journal: Frontiers in immunology (2022): 842489
Intestinal antiviral signaling is controlled by autophagy gene Epg5 independent of the microbiota.
Authors: Lee, Sanghyun and Kalugotla, Gowri and Ingle, Harshad and Rodgers, Rachel and Wu, Chunyan and Wang, Yating and Li, Yuhao and Yang, Xia and Zhang, Jin and Borella, Nicolette R and Deng, Hongju and Droit, Lindsay and Hill, Ryan and Peterson, Stefan T and Desai, Chandni and Lawrence, Dylan and Lu, Qun and Baldridge, Megan T
Journal: Autophagy (2022): 1062-1077
PCBP2 maintains antiviral signaling homeostasis by regulating cGAS enzymatic activity via antagonizing its condensation.
Authors: Gu, Haiyan and Yang, Jing and Zhang, Jiayu and Song, Ying and Zhang, Yao and Xu, Pengfei and Zhu, Yuanxiang and Wang, Liangliang and Zhang, Pengfei and Li, Lin and Chen, Dahua and Sun, Qinmiao
Journal: Nature communications (2022): 1564
Recent advances in the activation and regulation of the cGAS-STING pathway.
Authors: Fang, Run and Jiang, Qifei and Yu, Xiaoyu and Zhao, Zhen and Jiang, Zhengfan
Journal: Advances in immunology (2022): 55-102
cGAS-STING signaling.
Authors: Sun, Zhiqi and Hornung, Veit
Journal: Current biology : CB (2022): R730-R734