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cGAMP (Cyclic AMP-GMP) Sale

(Synonyms: Cyclic GMP-AMP; 3',3'-cGAMP) 目录号 : GC31696 复制 一键复制产品信息

cGAMP (Cyclic AMP-GMP)是一种环状二核苷酸,是哺乳动物细胞内的第二信使,是在细胞受到威胁时“即时”合成的。

cGAMP (Cyclic AMP-GMP) Chemical Structure

Cas No.:849214-04-6

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Description

cGAMP (Cyclic AMP-GMP) is a cyclic dinucleotide that acts as a second messenger in mammalian cells and is synthesized "on demand" when cells are threatened[1, 2]. cGAMP activates the stimulator of interferon genes (STING), triggering a signaling cascade that leads to the production of type I interferons and other immune mediators[3]. Under cGAMP stimulation, cells show increased IFNB1 transcription, but no abnormal transcription of genes encoding interleukin-1 (IL1), interleukin-6 (IL6), or tumor necrosis factor (TNF)[4].

In vitro, treatment of mouse bone marrow-derived dendritic cells and human peripheral blood mononuclear cell-derived dendritic cells with cGAMP (5mg/mL, 60mg/mL) for 24h directly activated both mouse and human dendritic cells. The purity of CD11c+ cells in the tested cell populations was 95% for human peripheral blood mononuclear cell-derived dendritic cells and 82% for mouse bone marrow-derived dendritic cells[5].

In vivo, cGAMP (5μg) administered as a nasal mucosal adjuvant to immunized mice promoted antigen-specific proliferation of mouse splenocytes and enhanced antigen-specific humoral immune responses[5].

References:
[1] Liu Y, Fei Y, Wang X, et al. Biomaterial-enabled therapeutic modulation of cGAS-STING signaling for enhancing antitumor immunity[J]. Molecular Therapy, 2023, 31(7): 1938-1959.
[2] Su Y. Development of Riboswitch-based Sensors for High-throughput Enzyme Activity Screens[M]. University of California, Berkeley, 2018.
[3] Kaushal A. A central role of stimulator of interferon genes’ adaptor protein in defensive immune response[J]. Immunologic Research, 2025, 73(1): 39.
[4] Liu Y, Jesus A A, Marrero B, et al. Activated STING in a vascular and pulmonary syndrome[J]. New England Journal of Medicine, 2014, 371(6): 507-518.
[5] Škrnjug I, Guzmán C A, Ruecker C. Cyclic GMP-AMP displays mucosal adjuvant activity in mice[J]. PloS one, 2014, 9(10): e110150.

cGAMP (Cyclic AMP-GMP)是一种环状二核苷酸,是哺乳动物细胞内的第二信使,是在细胞受到威胁时“即时”合成的[1, 2]。cGAMP (Cyclic AMP-GMP)激活干扰素基因刺激因子(STING),激活导致产生I型干扰素和其他免疫介质的信号级联[3]。在cGAMP (Cyclic AMP-GMP)刺激下,细胞显示IFNB1转录增加,但编码白介素-1(IL1)、白介素-6(IL6)或肿瘤坏死因子(TNF)基因的转录无异常[4]

在体外,cGAMP (Cyclic AMP-GMP)(5mg/mL, 60mg/mL)处理小鼠骨髓来源树突状细胞和人外周血单核细胞来源树突状细胞24h,直接激活了小鼠和人树突状细胞。测试细胞群体中CD11c+细胞的纯度,人外周血单核细胞来源的树突状细胞为95%,小鼠骨髓来源的树突状细胞为82%[5]

在体内,cGAMP (Cyclic AMP-GMP)(5μg)通过鼻黏膜佐剂处理免疫小鼠,促进了小鼠脾细胞的抗原特异性增殖能力,促进了抗原特异性体液免疫反应[5]

实验参考方法

Cell experiment [1]:

Cell lines

Murine bone marrow-derived dendritic cells, human PBMC-derived dendritic cells

Preparation Method

Murine bone marrow-derived dendritic cells (DCs) and human PBMC-derived DCs were stimulated in vitro with c-di-AMP, cGAMP (both at 5mg/mL or 60mg/mL) or left untreated (mock) for 24h. The dendritic cells were decorated with fluorophore-conjugated antibodies against the DC activation markers CD40, CD54, CD80, CD83, CD86 or MHC class II (I-Ab) and analyzed by flow cytometry.

Reaction Conditions

5mg/mL, 60mg/mL; 24h

Applications

cGAMP directly activates murine and human dendritic cells in vitro. The purity of the tested cell populations with respect to CD11c+ cells was 95% for the human PBMC derived DCs and 82% for the mouse bone marrow-derived DCs.
Animal experiment [1]:

Animal models

Female C57BL/6 (H-2b) mice

Preparation Method

Mouse immunization experiments Five animals per group were immunized intra-nasal (i. n.) on days 0, 14 and 28. Animals were anesthetized with Isoflurane and treated 10mL per nostril with 15μg ovalbumin (OVA) alone or co-adminis tered with 5μg per dose of c-di-AMP, cGAMP or cholera toxin B subunit (CTB) in Ampuwa or with Ampuwa alone in the control group (mock immunization). On day 42 after immunization animals were sacrificed and samples were collected.

Dosage form

5μg; intra-nasal (i. n.)

Applications

The cGAMP-dependent enhanced specific IgG and IgA titers in our mouse immunization experiments suggest that the use of cGAMP promotes the antigen-specific humoral immune response. Spleen cells from mice immunized with cGAMP-adjuvanted antigen showed a facilitated antigen-specific proliferation capacity.

References:
[1] Škrnjug I, Guzmán C A, Ruecker C. Cyclic GMP-AMP displays mucosal adjuvant activity in mice[J]. PloS one, 2014, 9(10): e110150.

化学性质

Cas No. 849214-04-6 SDF
别名 Cyclic GMP-AMP; 3',3'-cGAMP
Canonical SMILES O=P(O[C@H]1[C@@H](O)[C@H](N2C=NC3=C2N=CN=C3N)O[C@@H]1COP4(O)=O)(O)OC[C@@H]5[C@@H](O4)[C@@H](O)[C@H](N6C=NC7=C6N=C(N)NC7=O)O5
分子式 C20H24N10O13P2 分子量 674.41
溶解度 Water : 20 mg/mL (29.66 mM) 储存条件 Store at -20°C
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1 mM 1.4828 mL 7.4139 mL 14.8278 mL
5 mM 296.6 μL 1.4828 mL 2.9656 mL
10 mM 148.3 μL 741.4 μL 1.4828 mL
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