Product Overview

Chondroitin Sulfate Methacryloyl (CS-MA, also referred to as ChSMA or Methacrylated Chondroitin Sulfate, Parent CS CAS: 9082-07-9) is a photocrosslinkable, methacryloyl-modified derivative of chondroitin sulfate — the most abundant glycosaminoglycan (GAG) in articular cartilage, constituting 15-25% of cartilage dry weight alongside collagen type II (50-60%) and aggrecan proteoglycan. Methacryloyl (MA) groups are chemically grafted onto the hydroxyl (-OH) groups of the chondroitin sulfate polysaccharide backbone — primarily at the C6 primary alcohol of N-acetyl-D-galactosamine-4-sulfate (GalNAc-4S) and the C2/C3 secondary alcohols of D-glucuronic acid (GlcA) — through reaction with methacrylic anhydride under alkaline conditions, introducing UV- and visible-light-reactive carbon-carbon double bonds (-O-CO-C(CH₃)=CH₂) that enable rapid, controlled free-radical photocuring into stable 3D hydrogel networks. The degree of methacrylation (DoM) is precisely controlled between 20-50% and verified by ¹H-NMR spectroscopy for every batch. This chemical modification fundamentally transforms the utility of chondroitin sulfate in biomedical research: native CS is a water-soluble GAG that provides essential biochemical cues (sulfation-dependent growth factor binding, CD44-mediated signaling, anti-inflammatory activity via TLR4/MD-2 inhibition) but cannot form a stable hydrogel on its own — it dissolves and diffuses away within hours to days in culture, providing only transient bioactivity. CS-MA, through controlled methacryloyl modification, enables photopolymerization into mechanically robust, covalently crosslinked 3D hydrogels that remain stable for weeks to months while preserving the native sulfated GAG biochemical environment that chondrocytes and mesenchymal stem cells (MSCs) recognize, adhere to via CD44, and enzymatically remodel through chondroitinase (CHSY-1, HYAL1/HYAL4) and hyaluronidase (HYAL1/HYAL2) cleavage of the CS backbone. The hydrogel stiffness is tunable from ~1 kPa to ~100 kPa by adjusting polymer concentration (0.5-10% w/v) and DoM (20-50%) — spanning the full mechanical range of soft cartilage (~10-50 kPa for human articular cartilage) to mineralized osteochondral tissue — while independently maintaining the sulfated GAG biochemical identity. Unlike HA-MA which provides hydration and CD44 signaling through its non-sulfated GAG backbone, CS-MA provides three unique sulfated GAG properties: (1) electrostatic binding of cationic growth factors (TGF-β1/β3, BMP-2/7, bFGF) via high-density sulfate (-OSO₃⁻) and carboxylate (-COO⁻) groups, (2) high fixed charge density (FCD) enabling Donnan osmotic swelling and compression resistance, and (3) chondroitinase-degradable remodeling sites for true cell-mediated tissue regeneration rather than permanent scaffold implantation.

As a specialized research-grade CS-MA manufacturer and supplier, UPOR Biotech provides this cartilage-mimetic photocrosslinkable GAG to academic laboratories, biomedical startups, and regenerative medicine companies developing cartilage repair strategies, 3D-bioprinted osteochondral constructs, and intervertebral disc regeneration therapies. CS-MA is optimally used in blends with GelMA and/or HAMA — combining the compression resistance and sulfated GAG bioactivity of CS with the cell-adhesive RGD motifs of gelatin and the hydration/CD44 signaling of HA for fully biomimetic multi-component cartilage hydrogels. All products are labeled Research Use Only (RUO). Free sample available for qualified researchers.

CS-MA vs Native Chondroitin Sulfate — The Photocrosslinkable Difference

Native chondroitin sulfate is a water-soluble GAG that provides essential biochemical cues — sulfated growth factor binding, CD44 signaling, anti-inflammatory activity — but it cannot form a stable hydrogel on its own. In culture, it dissolves and diffuses away within hours to days, providing only transient bioactivity. CS-MA, through controlled methacryloyl modification (DoM 20-50%), introduces photoreactive methacrylate groups that enable rapid UV (365 nm) or visible light (405 nm) curing into stable, covalently crosslinked 3D hydrogels that persist for weeks to months. Critically, the sulfated GAG backbone — with its native compression resistance, osmotic swelling via fixed charge density, electrostatic growth factor binding capacity, and chondroitinase/hyaluronidase degradability — is preserved. This transforms chondroitin sulfate from a soluble biochemical supplement into a structural scaffold material that combines the mechanical integrity of a synthetic hydrogel with the authentic sulfated GAG biochemistry of native cartilage ECM.

Technical Specifications

PropertySpecification
Product NameChondroitin Sulfate Methacryloyl (CS-MA/ChSMA) — Research Grade
Synonyms / AbbreviationsCSMA; ChSMA; Methacrylated Chondroitin Sulfate; Chondroitin Sulfate Methacrylate; Photocrosslinkable CS; GAG-MA; CS-MA Bioink
Parent CS CAS Number9082-07-9 (Chondroitin Sulfate Sodium); Methacrylated derivative — CAS not assigned (chemically modified GAG polymer)
Chemical ModificationMethacryloyl ester groups (-O-CO-C(CH₃)=CH₂) grafted primarily at GalNAc-4S C6 primary hydroxyl and GlcA C2/C3 secondary hydroxyls — enables free-radical photocrosslinking
Key AdvantageCartilage-mimetic photocrosslinkable sulfated GAG — native compression resistance + electrostatic GF binding + chondroitinase cell remodeling. Tunable stiffness ~1-100 kPa. Optimized for GelMA/HAMA blending.
AppearanceWhite to off-white lyophilized powder
Molecular Weight~120 kDa (parent CS; GPC-MALLS)
Degree of Methacrylation (DoM)20 – 50% (verified by ¹H-NMR — characteristic methacrylate vinyl protons at δ 5.6 and 6.0 ppm, methyl at δ 1.8 ppm; integration ratio vs CS N-acetyl methyl at δ 2.0 ppm)
Purity (Total CS-MA)≥95% (HPLC-UV at 205 nm; residual free methacrylic acid not detected)
SolubilitySoluble in water, PBS, DPBS, and cell culture media; stirring at room temperature (heating to 37°C accelerates dissolution); sonication may be needed at concentrations >20 mg/mL
Working Concentration0.5 – 10% (w/v); commonly 5-10% for 3D bioprinting, 2-5% for cell encapsulation
pH (1% Aqueous Solution, 25°C)6.0 – 7.5
Photoinitiator CompatibilityLAP (405 nm, 0.05-0.5% w/v — recommended for cell-laden bioprinting); Irgacure 2959 (365 nm, 0.05-0.5% w/v — acellular scaffolds); Ruthenium/SPS (visible 400-450 nm)
Gelation TimeSeconds to minutes (photoinitiator type/concentration, polymer concentration, and light intensity dependent)
Hydrogel Stiffness Range~1 – 100 kPa (compressive modulus; tunable via polymer concentration and DoM)
Endotoxin Level≤100 EU/g (LAL kinetic chromogenic method)
SterilitySterile or no growth (USP <71> tested)
Protein Content≤0.1% (Lowry/Bradford)
Loss on Drying≤10.0% (105°C, 2h)
Residue on Ignition≤10.0%
Heavy Metals (Total)≤20 ppm (as Pb)
Elemental ImpuritiesPb ≤5 ppm; As ≤2 ppm; Hg ≤1 ppm; Cd ≤1 ppm (ICH Q3D)
Microbial LimitsTAMC ≤100 CFU/g; TYMC ≤50 CFU/g (USP <61>); E. coli, Salmonella — Negative (USP <62>)
Residual Methacrylic AnhydrideNot detected (¹H-NMR; residual MAA hydrolyzed to methacrylic acid and removed by dialysis and ethanol precipitation)
Sulfation PreservationDisaccharide composition preserved: ΔDi-4S ≥65%, ΔDi-6S ≤30%, ΔDi-0S ≤10% (chondroitinase ABC digestion + HPLC — confirms sulfation pattern intact after methacryloylation)
Grade / Intended UseResearch Grade (RUO — Research Use Only; not for human diagnostic, therapeutic, or clinical applications)
CertificationsISO 9001:2015, c-GMP (ICH Q7), FDA Facility Registration
Storage — Lyophilized Powder-20°C (up to 3 years) or 4°C (up to 2 years); dry, light-protected (methacryloyl groups are light-sensitive)
Storage — Reconstituted SolutionAliquot and store at -80°C (up to 6 months) or -20°C (up to 1 month); protect from light; avoid repeated freeze-thaw; sterilize by 0.22 μm filtration — do not autoclave
Packaging50 mg / 100 mg / 500 mg / 1 g amber glass vials with PTFE-lined cap, nitrogen-flushed; custom packaging available
Shelf LifeUp to 3 years (-20°C) or 2 years (4°C) in lyophilized form under recommended storage; DoM and solubility stability verified at 0/6/12/24/36 months

Key Benefits — Chondroitin Sulfate Methacryloyl

Cartilage-Mimetic ECM — Sulfated GAG Biochemistry

Chondroitin sulfate is the most abundant GAG in articular cartilage (15-25% dry weight). CS-MA hydrogels provide native sulfated GAG bioactivity — electrostatic growth factor binding, compression resistance via fixed charge density, and CD44-mediated chondrocyte signaling — recapitulating the cartilage biochemical environment far better than synthetic polymers.

Native GAG

Photocrosslinkable — Tunable Stiffness 1-100 kPa

Adjust polymer concentration (0.5-10% w/v) and DoM (20-50%) to program hydrogel stiffness from soft (~1 kPa, cell-permissive) to stiff (~100 kPa, cartilage-matching). Rapid photocuring under UV (365 nm) or visible light (405 nm) with standard photoinitiators (LAP, Irgacure 2959).

Tunable Mechanics

Enzymatically Degradable — Cell-Mediated ECM Remodeling

CS-MA retains native chondroitinase (CHSY-1, HYAL4) and hyaluronidase (HYAL1/HYAL2) cleavage sites. Encapsulated chondrocytes and MSCs enzymatically degrade and remodel the matrix as they deposit their own neo-ECM — enabling true tissue regeneration rather than permanent scaffold implantation.

Cell-Remodelable

Synergistic Blending — CS-MA + GelMA + HAMA

CS-MA co-photopolymerizes with GelMA (RGD cell adhesion + tensile strength) and HAMA (hydration + CD44 signaling) into single-network multi-component hydrogels. CS:GelMA:HA 1:1:1 mimics native cartilage proteoglycan-collagen-GAG composite — biomechanically and biochemically superior to any single component.

Multi-Biopolymer

Applications

Cartilage Tissue Engineering — Chondrogenesis and Phenotype Maintenance

CS-MA hydrogels at 5-10% w/v support MSC chondrogenesis and maintain chondrocyte phenotype. The sulfated GAG environment provides biochemical signals for hyaline cartilage formation. Use with TGF-β3 for optimal chondrogenic differentiation.

3D Bioprinting — Cartilage, Bone, Osteochondral Constructs

Photocurable bioink for extrusion, DLP, and SLA platforms. DoM 30-50% recommended for rapid gelation and high print fidelity. Compatible with LAP (405 nm) for cell-laden printing. Co-print with GelMA for RGD-mediated cell adhesion.

Bone and Osteochondral Regeneration — Gradient Scaffolds

CS-MA + hydroxyapatite/β-TCP + GelMA for osteochondral defect repair. CS component provides cartilaginous GAG in gradient scaffolds mimicking cartilage-to-bone transition. Tunable stiffness enables mechanical matching to both tissue compartments.

3D Cell Culture — Defined GAG-Rich Microenvironment

Biochemically relevant, lot-consistent sulfated GAG matrix for chondrocyte and MSC 3D culture. Unlike Matrigel or collagen, CS-MA provides defined composition without batch variability for reproducible osteoarthritis and chondrogenesis research.

Growth Factor Delivery — Electrostatic Binding and Sustained Release

High-density sulfate and carboxylate groups enable electrostatic binding of cationic growth factors (TGF-β1/3, BMP-2/7, bFGF). Photocuring allows fabrication of drug-loaded hydrogel depots with charge-based sustained release kinetics.

Intervertebral Disc Research — Nucleus Pulposus Mimetic

CS-MA hydrogels replicate the high swelling pressure and compression resistance of native nucleus pulposus. The sulfated GAG matrix mimics the proteoglycan-rich disc environment for degeneration studies and whole-disc tissue engineering.

Molecular Weight Comparison — HA Grades

GradeMolecular Weight / StructurePrimary FunctionSkin Penetration / Application
High MW1,500-2,000 kDaFilm-forming, thickening, surface hydrationSurface only (stratum corneum)
Medium MW1,000-1,500 kDaMoisturizing, moderate thickeningUpper epidermis
Low MW400-1,000 kDaDeep hydration, anti-wrinkleDeeper epidermis
Extra Low MW100-400 kDaDeep skin penetration, firmingEpidermis-dermis junction
Super Low MW20-50 kDaTransdermal delivery, plumpingDermis
Oligo HA7-10 kDaCellular signaling, wound healingDeep dermis
Cationic HA>1,000 kDa + cationic chargeElectrostatic adhesion, rinse-resistant moisturizationSurface-adherent film
Acetylated HA (AcHA)~20-100 kDa + acetyl groupsAmphiphilic, 2× moisture retention, barrier repairStratum corneum
Crosspolymer HACross-linked 3D networkLong-lasting hydration, anti-pollutionSurface film + sustained release
CS-MA — Chondroitin Sulfate MA (this product)~120 kDa + MA (DoM 20-50%)Cartilage-mimetic photocrosslinkable sulfated GAG, 3D bioprinting, chondrogenesis, GF deliveryNot applicable — designed as cartilage tissue engineering scaffold hydrogel
HA Low pH (<50 kDa)<50 kDaAcidic delivery, exfoliation-compatible hydrationEpidermis-Dermis
Zinc Hyaluronate10-50 kDa (hydrolyzed)Anti-acne, sebum regulation, wound healingEpidermis-Dermis

Frequently Asked Questions

CS-MA is the methacryloyl-modified, photocrosslinkable derivative of chondroitin sulfate — a sulfated glycosaminoglycan (GAG) that constitutes 15-25% of articular cartilage dry weight. The key differentiation from HA-MA (methacrylated hyaluronic acid): HA-MA provides hydration and CD44-mediated cell adhesion through its non-sulfated GAG backbone. CS-MA provides three additional properties unique to sulfated GAGs: (1) electrostatic binding of cationic growth factors (TGF-β1/3, BMP-2/7, bFGF) via high-density sulfate (-OSO₃⁻) and carboxylate (-COO⁻) groups, enabling sustained GF delivery; (2) high fixed charge density (FCD) producing Donnan osmotic swelling and compression resistance — the biophysical mechanism of load-bearing cartilage; (3) chondroitinase/hyaluronidase degradability for cell-mediated ECM remodeling. For cartilage tissue engineering specifically, CS-MA is biochemically more relevant than HA-MA alone — it recapitulates the sulfated GAG component that defines cartilage’s unique mechanical and biochemical properties. In practice, CS-MA and HA-MA are complementary and are often blended (with GelMA) to create multi-component hydrogels: CS provides sulfated bioactivity + compression resistance, HA provides hydration + CD44 signaling, gelatin provides RGD cell adhesion + tensile strength.

A degree of methacrylation (DoM) of 30-50% is recommended for 3D bioprinting applications. Higher DoM provides faster gelation kinetics (critical for maintaining printed feature resolution — each layer must solidify before the next is deposited) and greater crosslink density for improved shape fidelity and mechanical integrity. For maximum print resolution with fine nozzles (25-30G), select CS-MA with DoM at the upper end (40-50%). A lower DoM (20-30%) produces softer, more cell-permissive hydrogels with larger mesh size — better suited for cell encapsulation studies where maximizing nutrient diffusion, cell spreading, and migration is prioritized over print fidelity. At low DoM, CS-MA is typically blended with GelMA (which provides rapid gelation via its higher methacrylation efficiency) to achieve both cytocompatibility and printability. UPOR Biotech provides CS-MA with DoM 20-50%; specify your target DoM range when ordering and we will select the appropriate batch. ¹H-NMR verification (vinyl protons δ 5.6/6.0 ppm, methyl δ 1.8 ppm vs CS N-acetyl δ 2.0 ppm) is included in every COA.

Lyophilized powder: Store at -20°C for up to 3 years or at 4°C for up to 2 years, always protected from light (amber vials or aluminum foil wrapping). The methacryloyl groups are light-sensitive — ambient/UV light exposure over extended periods can cause premature polymerization. Once reconstituted in aqueous solution: aliquot into single-use volumes and store at -80°C for up to 6 months or at -20°C for up to 1 month. Avoid repeated freeze-thaw cycles — they cause polymer aggregation and methacrylate hydrolysis. Critical handling precautions: protect reconstituted solutions from light at all times. Do NOT autoclave CS-MA solutions — moist heat (121°C) will hydrolyze methacrylate esters and degrade the CS backbone. Sterilize by 0.22 μm syringe filtration after reconstitution if aseptic processing is required. Add photoinitiator immediately before photocrosslinking, not during storage — photoinitiators slowly generate radicals even in ambient light.

Yes, this is standard practice and strongly recommended for creating biomechanically optimized, multi-component hydrogels that better recapitulate native tissue composition. CS-MA + GelMA blends (typical ratio 1:1 to 1:3 w/w): combine the compression resistance and sulfated GAG bioactivity of CS with the cell-adhesive RGD motifs and tensile strength of gelatin. GelMA provides integrin-mediated cell adhesion (αvβ3, α5β1) that CS alone lacks, while CS provides the sulfated biochemical environment that gelatin alone lacks — together they mimic the proteoglycan-collagen composite of native cartilage. CS-MA + HAMA blends (typical ratio 1:1 to 2:1 w/w): provide both sulfated (CS) and non-sulfated (HA) GAG components. The HA contributes enhanced hydration, viscoelasticity, and CD44 signaling; CS contributes sulfation-dependent growth factor binding and compression resistance. CS-MA + GelMA + HAMA ternary blends (1:1:1): fully biomimetic cartilage formulation combining the three major cartilage ECM components — CS (GAG), gelatin (collagen), HA (GAG). Since all components are methacryloyl-modified, they co-photopolymerize into a single covalently integrated hydrogel network — not a phase-separated mixture — via free-radical chain polymerization across methacrylate groups on all three polymers.

Every shipment includes: COA (¹H-NMR spectrum confirming DoM 20-50% — methacrylate vinyl protons δ 5.6/6.0 ppm, methyl δ 1.8 ppm, integration vs CS N-acetyl δ 2.0 ppm; purity ≥95% HPLC-UV 205 nm; endotoxin ≤100 EU/g LAL; sterility USP <71>; parent CS MW ~120 kDa by GPC-MALLS; sulfation preservation — ΔDi-4S ≥65%, ΔDi-6S ≤30%, ΔDi-0S ≤10% by chondroitinase ABC digestion + HPLC; heavy metals; microbial panel USP <61>/<62>; residual methacrylic anhydride — not detected by ¹H-NMR), MSDS, ¹H-NMR Spectral Report (full peak assignments and DoM calculation methodology — signed and dated), Stability Data (DoM, solubility, and sulfation pattern re-verified at 0/6/12/24/36 months), and Complete Lot Traceability. ISO 9001:2015 and c-GMP (ICH Q7) manufacturing ensures batch-to-batch consistency. All products labeled Research Use Only (RUO). Free sample available for qualified researchers.