Adenosine 3',5'-Cyclic Monophosphate(3',5'-cAMP) - Moligand™, ≥99% , Activator of CNGA2;Activator of CNGA3;Activator of HCN1;Activator of HCN2;Activator of protein kinase A, CAS No.60-92-4, Activator of CNGA2;Activator of CNGA3;Activator of HCN1;Activator of HCN2;Activator of protein kinase A

CAS: 60-92-4 Cat. No.: C107047 Molecular Weight: 329.21 Beilstein Registry Number: 52645 EC Number: 200-492-9
AVAILABLE TO ORDER
GRADE & PURITY Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥99%
Synonyms
cAMP | bmse000071 | cAMP | Cyclic Monophosphate, Adenosine | 3',5'-cyclic AMP | Adenosine 3',5'-cyclic phosphate | ADENOSINUM CYCLOPHOSPHORICUM | Cyclic AMP | Epitope ID:137352 | Adenosine 3',5'-cyclophosphate | Adenosine Cyclic 3',5' Monophosphate | ADEN
Storage
Protected from light,Store at -20°C
Shipped In
Ice chest + Ice pads
 ·  off list, applied to all prices below.
Size
Status
Price
Qty
250mg
C107047-250mg
2
$12.90
500mg
C107047-500mg
4
$16.90
1g
C107047-1g
2
$19.90
5g
C107047-5g
2
$63.90
25g
C107047-25g
2
$249.90
100g
C107047-100g
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
$789.90
Enter a quantity for the sizes you want to add.
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Why this grade

Moligand™, ≥99% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Protected from light,Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 12 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

Product Application:

Adenosine 3′,5′-cyclic monophosphate has been used:
as cell culture medium supplement in embryonic spinal neurons
as a component of ringer solution for perfusion studies
to induce neuroendocrine differentiation in human lung cancer cell lines

Specifications

Synonyms
cAMP | bmse000071 | cAMP | Cyclic Monophosphate, Adenosine | 3', 5'-cyclic AMP | Adenosine 3', 5'-cyclic phosphate | ADENOSINUM CYCLOPHOSPHORICUM | Cyclic AMP | Epitope ID:137352 | Adenosine 3', 5'-cyclophosphate | Adenosine Cyclic 3', 5' Monophosphate | ADEN
Specifications & Purity
Moligand™, ≥99%
Biochemical and Physiological Mechanisms
Naturally-occurring activator of cyclic-AMP-dependent protein kinase (PKA). cAMP is an important second messenger that is linked in many systems to neurotransmitter- or hormone-induced receptor stimulation. The cAMP/PKA signaling pathway has been shown to
Storage
Protected from light, Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Grade
Moligand™
Action Type
ACTIVATOR
Mechanism of action
Activator of CNGA2;Activator of CNGA3;Activator of HCN1;Activator of HCN2;Activator of protein kinase A
Note
Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Purity
≥99%
Names and Identifiers
Pubchem Sid504750997
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/504750997
Canonical SmilesC1C2C(C(C(O2)N3C=NC4=C(N=CN=C43)N)O)OP(=O)(O1)O
IUPAC Name(4aR,6R,7R,7aS)-6-(6-aminopurin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol
InChIKeyIVOMOUWHDPKRLL-KQYNXXCUSA-N
INCHI1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1
Isomeric SMILES C1[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=NC4=C(N=CN=C43)N)O)OP(=O)(O1)O
WGK Germany 3
RTECS AU7357600
Alternate CAS 60-92-4,37839-81-9 (mono-hydrochloride salt)
MeSH Entry Terms 3',5'-Monophosphate, Adenosine Cyclic;Adenosine Cyclic 3',5' Monophosphate;Adenosine Cyclic 3',5'-Monophosphate;Adenosine Cyclic 3,5 Monophosphate;Adenosine Cyclic Monophosphate;Adenosine Cyclic-3',5'-Monophosphate;AMP, Cyclic;Cyclic 3',5'-Monophosphate,
Molecular Weight 329.21
Beilstein 52645
Reaxy-Rn 18639706
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=18639706&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassNucleosides, nucleotides, and analogues
ClassPurine nucleotides
SubclassCyclic purine nucleotides
Intermediate Tree Nodes Not available
Direct Parent3',5'-cyclic purine nucleotides
Alternative Parents Pentose phosphates  Glycosylamines  6-aminopurines  Monosaccharide phosphates  Aminopyrimidines and derivatives  Imidolactams  Organic phosphoric acids and derivatives  N-substituted imidazoles  Tetrahydrofurans  Heteroaromatic compounds  Secondary alcohols  Oxacyclic compounds  Azacyclic compounds  Hydrocarbon derivatives  Primary amines  Organopnictogen compounds  Organic oxides  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents 3',5'-cyclic purine ribonucleotide - Pentose phosphate - Glycosyl compound - N-glycosyl compound - 6-aminopurine - Monosaccharide phosphate - Purine - Imidazopyrimidine - Aminopyrimidine - Organic phosphoric acid derivative - N-substituted imidazole - Monosaccharide - Pyrimidine - Imidolactam - Imidazole - Azole - Tetrahydrofuran - Heteroaromatic compound - Secondary alcohol - Oxacycle - Azacycle - Organoheterocyclic compound - Alcohol - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Amine - Primary amine - Organooxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as 3',5'-cyclic purine nucleotides. These are purine nucleotides in which the oxygen atoms linked to the C3 and C5 carbon atoms of the ribose moiety are both bonded the same phosphorus atom of the phosphate group.
External Descriptors 3',5'-Cyclic nuclcleotides
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
CNGA3 Tchem Cyclic nucleotide-gated cation channel alpha-3 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PRKAR1A Tbio cAMP-dependent protein kinase type I-alpha regulatory subunit (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PRKAR2A Tchem cAMP-dependent protein kinase type II-alpha regulatory subunit (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PRKACB Tchem cAMP-dependent protein kinase catalytic subunit beta (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PRKACG Tchem cAMP-dependent protein kinase catalytic subunit gamma (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
CNGA2 Tchem Cyclic nucleotide-gated olfactory channel (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
HCN1 Tclin Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 1 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
HCN2 Tclin Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PRKAR1B Tbio cAMP-dependent protein kinase type I-beta regulatory subunit (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PRKAR2B Tchem cAMP-dependent protein kinase type II-beta regulatory subunit (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PRKACA Tchem cAMP-dependent protein kinase catalytic subunit alpha (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PDE5A Tclin Phosphodiesterase 5A (5113 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DRD1 Tclin Dopamine D1 receptor (9720 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
THRB Tclin Thyroid hormone receptor beta-1 (7926 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PDE3B Tclin Phosphodiesterase 3B (312 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PIN1 Tchem Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 (36611 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEK293 (82097 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
POLH Tchem DNA polymerase eta (21678 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
LMNA Tbio Prelamin-A/C (36751 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BLM Tchem Bloom syndrome protein (4248 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GMNN Tbio Geminin (128009 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KMT2A Tchem Histone-lysine N-methyltransferase MLL (17327 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC22A8 Tclin Solute carrier family 22 member 8 (241 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ABCC4 Tchem Multidrug resistance-associated protein 4 (785 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RGS4 Tchem Regulator of G-protein signaling 4 (13867 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC22A7 Tbio Solute carrier family 22 member 7 (39 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RAPGEF3 Tchem Rap guanine nucleotide exchange factor 3 (15528 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RAPGEF4 Tchem Rap guanine nucleotide exchange factor 4 (11476 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ABCC5 Tchem Multidrug resistance-associated protein 5 (50 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ABCC11 Tbio ATP-binding cassette sub-family C member 11 (24 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PDE4A Tclin Phosphodiesterase 4 (3344 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADH1A Tclin Alcohol dehydrogenase (35 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Pde8a Phosphodiesterase 8A (1 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Human alphaherpesvirus 2 (4932 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Human respirovirus 3 (1674 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Vaccinia virus (4609 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Human alphaherpesvirus 1 (11089 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
L1210 (27553 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
P388 (20296 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Vero (26788 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
C6 (2371 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GCN5 Histone acetyltransferase GCN5 (89 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Npsr1 Neuropeptide S receptor (260 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Slc22a6 Solute carrier family 22 member 6 (141 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Streptavidin (24 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PRKACA cAMP-dependent protein kinase A (41 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

21 results found

Lot NumberCertificate TypeDateItem
D2620258Certificate of AnalysisMar 23, 2026 C107047
D2620259Certificate of AnalysisMar 23, 2026 C107047
D2620260Certificate of AnalysisMar 23, 2026 C107047
D2620261Certificate of AnalysisMar 23, 2026 C107047
K2113590Certificate of AnalysisAug 13, 2025 C107047
G2501285Certificate of AnalysisJun 18, 2025 C107047
G2501286Certificate of AnalysisJun 18, 2025 C107047
C2631069Certificate of AnalysisJun 18, 2025 C107047
G2501284Certificate of AnalysisJun 18, 2025 C107047
G2501283Certificate of AnalysisJun 18, 2025 C107047
J2026124Certificate of AnalysisAug 16, 2024 C107047
G2403035Certificate of AnalysisOct 20, 2023 C107047
E2530050Certificate of AnalysisOct 20, 2023 C107047
K2301151Certificate of AnalysisOct 20, 2023 C107047
K2301152Certificate of AnalysisOct 20, 2023 C107047
K2301153Certificate of AnalysisOct 20, 2023 C107047
K2301154Certificate of AnalysisOct 20, 2023 C107047
G2307580Certificate of AnalysisJul 20, 2022 C107047
I2220185Certificate of AnalysisJul 20, 2022 C107047
I2220186Certificate of AnalysisJul 20, 2022 C107047
I2220187Certificate of AnalysisJul 20, 2022 C107047

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Chemical and Physical Properties
SolubilityH2O: 10 mg/mL, clear, colorless (pH of aqueous solution is approx. 3.0. The sodium salt (A6885) is about 20× more soluble.);Solube in water: 10 mg/mL pH of aqueous solution is approx. 3.0.;
Sensitivityheat sensitive;Light sensitive
Specific Rotation[α]-50° (C=0.7,H2O)
Melt Point(°C)260°C
Molecular Weight329.210 g/mol
XLogP3-2.600
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count10
Rotatable Bond Count1
Exact Mass329.053 Da
Monoisotopic Mass329.053 Da
Topological Polar Surface Area155.000 Ų
Heavy Atom Count22
Formal Charge0
Complexity498.000
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Documents & Articles
Citations of This Product
References
1. Lai Liang, Zhang Mengyun, Liu Chusheng, Qu Jiahuan, Xu Dongsheng, Jiang Zhengjin.  (2023)  A comprehensive evaluation of a polymeric zwitterionic hydrophilic monolith for nucleotide separation.  ANALYTICAL SCIENCES,      [PMID:37843729] [10.1007/s44211-023-00430-5]
2. Qiuyang Huang, Xiaoling Zang, Zhiwei Zhang, Hang Yu, Baoyan Ding, Zhuangzhuang Li, Simin Cheng, Xin Zhang, Mustafa R.K. Ali, Xue Qiu, Zhihua Lv.  (2023)  Study on endogenous inhibitors against PD-L1: cAMP as a potential candidate.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:36646351] [10.1016/j.ijbiomac.2023.123266]
3. Ru Li, Xuan Zou, Pan Luan, Xiaokun Liu, Ning Wang, Qian Wang, Huashi Guan, Zhe Xu.  (2022)  Direct Determination of Enzymes in Dried Blood Spots by High-Performance Liquid Chromatography – Mass Spectrometry (HPLC-MS) for the Screening of Antithrombotic Agents.  ANALYTICAL LETTERS,      [PMID:] [10.1080/00032719.2022.2053700]
4. Li-na Ji, Shan Wu, Dan-qing Fu, Si-jia Fang, Guan-qun Xie, Yong-sheng Fan, Jie Bao.  (2021)  Jieduquyuziyin Prescription alleviates hepatic gluconeogenesis via PI3K/Akt/PGC-1α pathway in glucocorticoid-induced MRL/lpr mice.  JOURNAL OF ETHNOPHARMACOLOGY,      [PMID:34763039] [10.1016/j.jep.2021.114815]
5. Wenfeng Zhou, Yuan Rao, Wei Zhuang, Lei Ge, Rijia Lin, Ting Tang, Jinglan Wu, Ming Li, Pengpeng Yang, Chenjie Zhu, Hao Wang, Hanjie Ying.  (2021)  Improved enzymatic activity by oriented immobilization on graphene oxide with tunable surface heterogeneity.  COMPOSITES PART B-ENGINEERING,      [PMID:] [10.1016/j.compositesb.2021.108788]
6. Sun Chao, Zhao Shiyu, Qu Fei, Han Wenli, You Jinmao.  (2019)  Determination of adenosine triphosphate based on the use of fluorescent terbium(III) organic frameworks and aptamer modified gold nanoparticles.  MICROCHIMICA ACTA,  187  (1): (1-9).  [PMID:31814046] [10.1007/s00604-019-4019-z]
7. K. Xu, J.L. Wang, M.P. Chu, C. Jia.  (2018)  Activity of coumarin against Candida albicans biofilms.  JOURNAL DE MYCOLOGIE MEDICALE,      [PMID:30606640] [10.1016/j.mycmed.2018.12.003]
8. Qu Fei, Sun Chao, Lv Xiaoxia, You Jinmao.  (2018)  A terbium-based metal-organic framework@gold nanoparticle system as a fluorometric probe for aptamer based determination of adenosine triphosphate.  MICROCHIMICA ACTA,  185  (8): (1-8).  [PMID:29978289] [10.1007/s00604-018-2888-1]
9. Chen Zhao, Yan Yang, Linfang Wei, Qinghua Guo, Hao Fang, Shaolin Chen, Qiang Hua.  (2017)  Simultaneous determination of intracellular nucleotides and coenzymes in Yarrowia lipolytica producing lipid and lycopene by capillary zone electrophoresis.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:28760603] [10.1016/j.chroma.2017.07.074]
10. Xiaoyun Zhang, Yu Zhao, Esa Abiso Godana, Jun Li, Solairaj Dhanasekarana, Yuanyuan Xie, Lina Zhao, Hongyin Zhang.  (2025)  cAMP-induced Sporidiobolus pararoseus Y16 alleviates postharvest sour rot of grapes and the potential action mechanisms.  FOOD MICROBIOLOGY,      [PMID:40889839] [10.1016/j.fm.2025.104904]
11. Li Chen, Li Wang, Sheng Huang, Guoqi Su, Shan Jiang, Feiyun Yang, Jingxiu Huang.  (2025)  Effects of Cyclic Adenosine Monophosphate Nanoliposomes on Growth Performance, Gut Development and Microbiota of Broilers.  Animals,  15  (13): (1852).  [PMID:40646751] [10.3390/ani15131852]
12. Jing Zhang, Yuxiao Wang, Na Li, Lin Gao, Dongxu Zhang, Hongxun Tao, Rentang Zhang.  (2025)  Exogenous anthocyanin regulated Maillard pathway and aroma formation in blackened jujube wine.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2025.107960]
Solution Calculators
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